Benzylamino substituted quinazolines and derivatives as SOS1 inhibitors
The present invention encompasses compounds of formula (I), wherein the groups R 1 to R 7 have the meanings given in the claims and specification, their use as inhibitors of SOS1, pharmaceutical compositions which contain compounds of this kind and their use as medicaments/medical uses, especially as agents for treatment and/or prevention of oncological diseases.
1. A compound of formula (I)
wherein
R 1 is —O—R A ;
R A is selected from the group consisting of C 3-10 cycloalkyl and 3-10 membered heterocyclyl, wherein the C 3-10 cycloalkyl and 3-10 membered heterocyclyl are both optionally substituted by one or more, identical or different R a1 and/or R b1 ;
each R a1 is independently selected from the group consisting of C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R b1 and/or R c1 ;
each R b1 is independently selected from the group consisting of —OR c1 , —NR c1 R c1 , halogen, —CN, —C(O)R c1 , —C(O)OR c1 , —C(O)NR c1 R c1 , —S(O) 2 R c1 , —S(O) 2 NR c1 R c1 , —NHC(O)R c1 , —N(C 1-4 alkyl)C(O)R c1 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R c1 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or
R 1 is selected from the group consisting of C 3-10 cycloalkyl, C 3-10 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 3-10 cycloalkyl, C 3-10 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R a2 and/or R b2 ;
each R a2 is independently selected from the group consisting of C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R b2 and/or R e2 ;
each R b2 is independently selected from the group consisting of —OR c2 , —NR c2 R c2 , halogen, —CN, —C(O)R c2 , —C(O)OR c2 , —C(O)NR c2 R c2 , —OC(O)R c2 , —S(O) 2 R c2 , —S(O) 2 NR c2 R c2 , —NHC(O)R c2 , —N(C 1-4 alkyl)C(O)R c2 , —NHC(O)OR c2 and the bivalent substituents ═O and ═NH, while ═O and ═NH may only be a substituent in non-aromatic ring systems;
each R c2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R d2 and/or R e2 ;
each R d2 is independently selected from the group consisting of —OR e2 , —NR e2 R e2 , halogen, —CN, —C(O)R e2 , —C(O)OR e2 , —C(O)NR e2 R e2 , —S(O) 2 R e2 , —S(O) 2 NR e2 R e2 , —NHC(O)R e2 , —N(C 1-4 alkyl)C(O)R e2 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R e2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R f2 and/or R g2 ;
each R f2 is independently selected from the group consisting of —OR g2 , —NR g2 R g2 , halogen, —CN, —C(O)R g2 , —C(O)OR g2 , —C(O)NR g2 R g2 , —S(O) 2 R g2 , —S(O) 2 NR g2 R g2 , —NHC(O)R g2 , —N(C 1-4 alkyl)C(O)R g2 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R g2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or
R 1 is selected from the group consisting of C 2-4 alkyl and C 2-4 alkenyl, wherein the C 2-4 alkyl and C 2-4 alkenyl are both substituted with R b3 ;
R b3 is selected from the group consisting of —C(O)R c3 , —C(O)OR c3 , —C(O)NR c3 R c3 , —C(O)NHOR c3 and —C(O)N(C 1-4 alkyl)OR c3 ;
each R c3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R d3 and/or R e3 ;
each R d3 is independently selected from the group consisting of —OR e3 , —NR e3 R e3 , halogen, —CN, —C(O)R e3 , —C(O)OR e3 , —C(O)NR e3 R e3 , —S(O) 2 R e3 , —S(O) 2 NR e3 R e3 , —NHC(O)R e3 , —N(C 1-4 alkyl)C(O)R e3 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R e3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
R 2 is selected from the group consisting of hydrogen, C 1-4 alkyl, —O—C 1-4 alkyl, —NH 2 , —NH(C 1-4 alkyl), —N(C 1-4 alkyl) 2 and halogen;
R 3 is selected from the group consisting of hydrogen, C 1-4 alkyl, —O—C 1-4 alkyl, —NH 2 , —NH(C 1-4 alkyl), —N(C 1-4 alkyl) 2 and halogen;
R 4 is selected from the group consisting of C 1-4 alkyl, C 1-4 haloalkyl, hydroxy-C 1-4 alkyl, hydroxy-C 1-4 haloalkyl, C 3-6 cycloalkyl, hydroxy-C 3-6 cycloalkyl, 3-6 membered heterocyclyl, 3-6 membered hydroxy-heterocyclyl, halogen and —SO 2 —C 1-4 alkyl;
R 5 is selected from the group consisting of hydrogen and —NH 2 ;
R 6 is selected from the group consisting of hydrogen, C 1-4 alkyl and halogen;
R 7 is selected from the group consisting of C 1-4 alkyl and C 1-4 haloalkyl;
or a salt thereof.
2. The compound according to claim 1 , wherein
R 1 is —O—R A ;
R A is selected from the group consisting of C 3-10 cycloalkyl and 3-10 membered heterocyclyl, wherein the C 3-10 cycloalkyl and 3-10 membered heterocyclyl are both optionally substituted by one or more, identical or different R a1 and/or R b1 ;
each R a1 is independently selected from the group consisting of C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R b1 and/or R c1 ;
each R b1 is independently selected from the group consisting of —OR c1 , —NR c1 R c1 , halogen, —CN, —C(O)R c1 , —C(O)OR c1 , —C(O)NR c1 R c1 , —S(O) 2 R c1 , —S(O) 2 NR c1 R c1 , —NHC(O)R c1 , —N(C 1-4 alkyl)C(O)R c1 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R c1 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or a salt thereof.
3. The compound according to claim 1 , wherein
R 1 is —O—R A ;
R A is 3-10 membered heterocyclyl optionally substituted by one or more, identical or different R a1 and/or R b1 ;
each R a1 is independently selected from the group consisting of C 1-6 alkyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R b1 and/or R c1 ,
each R b1 is independently selected from the group consisting of —OR c1 , —NR c1 R c1 , halogen, —C(O)R c1 , —C(O)OR c1 , —C(O)NR c1 R c1 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R c1 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or a salt thereof.
4. The compound according to claim 1 , wherein
R 1 is —O—R A ;
R A is 3-7 membered heterocyclyl optionally substituted by one or more, identical or different R b1 ;
each R b1 is independently selected from the group consisting of —OR c1 , —NR C1 R c1 , halogen, —C(O)R c1 , —C(O)OR c1 , —C(O)NR c1 R c1 and the bivalent substituent ═O;
each R c1 is independently selected from the group consisting of hydrogen, C 1-6 alkyl and C 3-7 cycloalkyl;
or a salt thereof.
5. The compound according to claim 1 , wherein
R 1 is —O—R A ;
R A is selected from the group consisting of tetrahydrofuryl and pyrrolidinyl, wherein the tetrahydrofuryl and pyrrolidinyl are both optionally substituted by one or more, identical or different R b1 ;
each R b1 is independently selected from the group consisting of —OR c1 , —NR c1 R c1 , halogen, —C(O)R c1 , —C(O)OR c1 , —C(O)NR c1 R c1 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R c1 is independently selected from the group consisting of hydrogen, C 1-6 alkyl and C 3-7 cycloalkyl;
or a salt thereof.
6. The compound according to claim 1 , wherein
R 1 is selected from the group consisting of C 3-10 cycloalkyl, C 3-10 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 3-10 cycloalkyl, C 3-10 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R a2 and/or R b2 ;
each R a2 is independently selected from the group consisting of C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R b2 and/or R c2 ;
each R b2 is independently selected from the group consisting of —OR c2 , —NR c2 R c2 , halogen, —CN, —C(O)R c2 , —C(O)OR c2 , —C(O)NR c2 R c2 , —OC(O)R c2 , —S(O) 2 R c2 , —S(O) 2 NR c2 R c2 , —NHC(O)R c2 , —N(C 1-6 alkyl)C(O)R c2 , —NHC(O)OR c2 and the bivalent substituents ═O and ═NH, while ═O and ═NH may only be a substituent in non-aromatic ring systems;
each R c2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R d2 and/or R e2 ;
each R d2 is independently selected from the group consisting of —OR e2 , —NR e2 R e2 , halogen, —CN, —C(O)R e2 , —C(O)OR e2 , —C(O)NR e2 R e2 , —S(O) 2 R e2 , —S(O) 2 NR e2 R e2 , —NHC(O)R e2 , —N(C 1-4 alkyl)C(O)R e2 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R e2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R f2 and/or R g2 ;
each R f2 is independently selected from the group consisting of —OR g2 , —NR g2 R g2 , halogen, —CN, —C(O)R g2 , —C(O)OR g2 , —C(O)NR g2 R g2 , —S(O) 2 R g2 , —S(O) 2 NR g2 R g2 , —NHC(O)R g2 , —N(C 1-4 alkyl)C(O)R g2 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R g2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or a salt thereof.
7. The compound according to claim 6 , wherein
R 1 is selected from the group consisting of C 3-7 cycloalkyl, C 3-7 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 3-7 cycloalkyl, C 3-7 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R a2 and/or R b2 ;
each R a2 is independently selected from the group consisting of C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl, wherein the C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl are all optionally substituted by one or more, identical or different R b2 and/or R c2 ;
each R b2 is independently selected from the group consisting of —OR c2 , —NR c2 R c2 , halogen, —CN, —C(O)R c2 , —C(O)OR c2 , —C(O)NR c2 R c2 , —OC(O)R c2 , —S(O) 2 R c2 , —S(O) 2 NR c2 R c2 , —NHC(O)R c2 , —N(C 1-4 alkyl)C(O)R c2 , —NHC(O)OR c2 and the bivalent substituents ═O and ═NH, while ═O and ═NH may only be a substituent in non-aromatic ring systems;
each R b2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl, wherein the C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl are all optionally substituted by one or more, identical or different R d2 and/or R e2 ;
each R d2 is independently selected from the group consisting of —OR e2 , —NR e2 R e2 , halogen, —CN, —C(O)R e2 , —C(O)OR e2 and —C(O)NR e2 R e2 ;
each R e2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl, wherein the C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl are all optionally substituted by one or more, identical or different R f2 and/or R g2 ;
each R f2 is independently selected from the group consisting of OR g2 , —NR g2 R g2 , halogen, —CN, —C(O)R g2 , —C(O)OR g2 and —C(O)NR g2 R g2 ;
each R g2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl;
or a salt thereof.
8. The compound according to claim 6 , wherein
R 1 is selected from the group consisting of C 3-7 cycloalkyl, C 3-7 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 3-7 cycloalkyl, C 3-7 cycloalkenyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R a2 and/or R b2 ;
each R a2 is independently selected from the group consisting of C 1-6 alkyl and 3-7 membered heterocyclyl, wherein the C 1-6 alkyl and 3-7 membered heterocyclyl are both optionally substituted by one or more, identical or different R b2 and/or R c2 ;
each R b2 is independently selected from the group consisting of —OR c2 , —NR c2 R c2 , halogen, —C(O)R c2 , —C(O)OR c2 , —C(O)NR c2 R c2 , —OC(O)R c2 , —NHC(O)R c2 , —N(C 1-4 alkyl)C(O)R c2 , —NHC(O)OR c2 and the bivalent substituents ═O and ═NH, while ═O and ═NH may only be a substituent in non-aromatic ring systems;
each R c2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl and 3-7 membered heterocyclyl, wherein the C 1-6 alkyl and 3-7 membered heterocyclyl are both optionally substituted by one or more, identical or different R d2 and/or R c2 ;
each R d2 is independently selected from the group consisting of —OR e2 , —NR e2 R e2 , halogen and —CN;
each R e2 is independently selected from the group consisting of hydrogen, C 1-6 alkyl and C 6-10 aryl, wherein the C 1-6 alkyl and C 6-10 aryl are both optionally substituted by one or more, identical or different R f2 and/or R g2 ;
each R f2 is —OR g2 ;
each R g2 is C 1-6 alkyl;
or a salt thereof.
9. The compound according to claim 1 , wherein
R 1 is selected from the group consisting of C 2-4 alkyl and C 2-4 alkenyl, wherein the C 2-4 alkyl and C 2-4 alkenyl are both substituted with R b3 ;
R b3 is selected from the group consisting of —C(O)R c3 , —C(O)OR c3 , —C(O)NR c3 R c3 , —C(O)NHOR c3 and —C(O)N(C 1-4 alkyl)OR c3 ;
each R c3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl, wherein the C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl are all optionally substituted by one or more, identical or different R d3 and/or R e3 ;
each R d3 is independently selected from the group consisting of —OR e3 , —NR e3 R e3 , halogen, —CN, —C(O)R e3 , —C(O)OR e3 , —C(O)NR e3 R e3 , —S(O) 2 R e3 , —S(O) 2 NR e3 R e3 , —NHC(O)R e3 , —N(C 1-4 alkyl)C(O)R e3 and the bivalent substituent ═O, while ═O may only be a substituent in non-aromatic ring systems;
each R e3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-10 cycloalkyl, C 6-10 aryl, 3-10 membered heterocyclyl and 5-10 membered heteroaryl;
or a salt thereof.
10. The compound according to claim 9 , wherein
R 1 is selected from the group consisting of C 2-4 alkyl and C 2-4 alkenyl, wherein the C 2-4 alkyl and C 2-4 alkenyl are both substituted with R b3 ;
R b3 is selected from the group consisting of —C(O)R c3 , —C(O)OR c3 , —C(O)NR c3 R c3 , —C(O)NHOR c3 and —C(O)N(C 1-4 alkyl)OR c3 ;
each R c3 is independently selected from the group consisting of hydrogen, C 1-s alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl, wherein the C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl are all optionally substituted by one or more, identical or different R d3 and/or R e3 ;
each R d3 is independently selected from the group consisting of —OR e3 , —NR e3 R e3 , halogen, —CN, —C(O)R e3 , —C(O)OR e3 , —C(O)NR e3 R e3 , —S(O) 2 R e3 , —S(O) 2 NR e3 R e3 , —NHC(O)R e3 and —N(C 1-4 alkyl)C(O)R e3 ;
each R e3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 6-10 aryl, 3-7 membered heterocyclyl and 5-6 membered heteroaryl;
or a salt thereof.
11. The compound according to claim 9 , wherein
R 1 is selected from the group consisting of C 2-4 alkyl and C 2-4 alkenyl, wherein the C 2-4 alkyl and C 2-4 alkenyl are both substituted with R b3 ;
R b3 is selected from the group consisting of —C(O)OR c3 , —C(O)NR c3 R c3 and —C(O)NHOR c3 ;
each R c3 is independently selected from the group consisting of hydrogen, C 1-6 alkyl, and C 3-7 cycloalkyl, wherein the C 1-6 alkyl and C 3-7 cycloalkyl are both optionally substituted by one or more, identical or different halogen;
or a salt thereof.
12. The compound according to claim 1 , wherein
R 2 is selected from the group consisting of hydrogen, C 1-4 alkyl, —O—C 1-4 alkyl and halogen;
or a salt thereof.
13. The compound according to claim 1 , wherein
R 3 is selected from the group consisting of hydrogen, C 1-4 alkyl, —O—C 1-4 alkyl and halogen;
or a salt thereof.
14. The compound according to claim 1 , wherein
R 4 is selected from the group consisting of C 1-4 alkyl, C 1-4 haloalkyl, hydroxy-C 1-4 alkyl, hydroxy-C 1-4 haloalkyl, hydroxy-C 3-6 cycloalkyl, halogen and —SO 2 —C 1-4 alkyl;
or a salt thereof.
15. The compound according to claim 1 , wherein
R 6 is selected from the group consisting of hydrogen, methyl and fluorine;
or a salt thereof.
16. A method for the treatment and/or prevention of a disease and/or condition wherein the inhibition of the interaction of SOS1 and a RAS-family protein and/or RAC1 is of therapeutic benefit comprising administering to a patient a compound according to claim 1 .
17. A method the treatment and/or prevention of cancer comprising administering to a patient a compound according to claim 1 .
18. A method according to claim 16 , wherein the disease and/or condition is selected from the group consisting of pancreatic cancer, lung cancer, colorectal cancer, cholangiocarcinoma, multiple myeloma, melanoma, uterine cancer, endometrial cancer, thyroid cancer, acute myeloid leukaemia, bladder cancer, urothelial cancer, gastric cancer, cervical cancer, head and neck squamous cell carcinoma, diffuse large B cell lymphoma, oesophageal cancer, chronic lymphocytic leukaemia, hepatocellular cancer, breast cancer, ovarian cancer, prostate cancer, glioblastoma, renal cancer and sarcomas.
19. A method according to claim 16 for the treatment of a RASopathy (the RASopathy selected from the group consisting of Neurofibromatosis type 1 (NF1), Noonan Syndrome (NS), Noonan Syndrome with Multiple Lentigines (NSML), Capillary Malformation-Arteriovenous Malformation Syndrome (CM-AVM), Costello Syndrome (CS), Cardio-Facio-Cutaneous Syndrome (CFC), Legius Syndrome and Hereditary gingival fibromatosis).