Intermediate compounds for making dihydropteridinones useful as pharmaceutical compositions and processes of making the same
View Patent ↗Disclosed are dihydropteridinones of general formula (I) wherein the groups L and R 1 -R 5 have the meanings given in the claims and specification, the pharmaceutical compositions, isomers, intermediates thereof and processes for preparing these dihydropteridinones. The compounds are useful the treatment and/or prevention of cancer, infections, inflammatory and autoimmune diseases.
1. A process for preparing a compound of formula
comprising the steps of:
(i) reacting a compound of formula
with a compound of formula
to provide a compound of formula
(ii) reducing and cyclizing the compound of formula
to a compound of formula
and
(iii) methylating with a methylating agent the compound of formula
to provide the compound of formula
2. A process for preparing a compound of formula
comprising the steps of:
(i) reacting a compound of formula
with a compound of formula
to provide a compound of formula
and
(ii) reducing and cyclizing the compound of formula
to the compound of formula
3. A process for preparing a compound of formula
comprising the steps of:
(i) reducing and cyclizing a compound of formula
to a compound of formula
and
(ii) methylating with a methylating agent the compound of formula
to provide the compound of formula
4. A process for preparing a compound of formula
comprising reducing and cyclizing a compound of formula
to the compound of formula
5. A process for preparing a compound of formula
comprising methylating with a methylating agent a compound of formula
to the compound of formula
6. A compound of formula
7. A compound of formula
8. A process for preparing a compound of formula
comprising the steps of:
(i) A compound of formula
R1 = Me, Et
is dissolved in an organic solvent and reacted under basic conditions together with a compound of formula
resulting in a compound of formula
(ii) The nitro compound is reduced and cyclized under acidic conditions in an exothermic reaction resulting in a compound of formula
(iii) Methylation with a methylating agent resulting in a compound of formula
9. A process for preparing a compound of formula
comprising the steps of:
(i) A compound of formula R1 = Me, Et
is dissolved in an organic solvent and reacted under basic conditions together with a compound of formula
resulting in a compound of formula
(ii) The nitro compound is reduced and cyclized under acidic conditions in an exothermic reaction resulting in a compound of formula
10. A process for preparing a compound of formula
comprising the steps of:
(i) reducing and cyclizing the nitro compound of formula
under acidic conditions in an exothermic reaction resulting in a compound of formula
(ii) Methylation with a methylating agent resulting in a compound of formula
11. A process for preparing a compound of formula
comprising the steps of:
(i) reducing and cyclizing the nitro compound of formula
under acidic conditions in an exothermic reaction resulting in a compound of formula
12. A process for preparing a compound of formula
comprising the step of:
(i) Methylation with a methylating agent a compound of formula
resulting in a compound of formula