Granted Patent B2

US 11,498,913 · App. 17/101,018 · Granted Nov 15, 2022

Inventors: Jian Lin (Acton, MA); Anna Ericsson (Shrewsbury, MA); Ann-Marie Campbell (Monroe, CT); Gary Gustafson (Ridgefield, CT); Zhongguo Wang (Lexington, MA); R. Bruce Diebold (Waltham, MA); Susan Ashwell (Carlisle, MA); David R. Lancia, Jr. (Boston, MA); Justin Andrew Caravella (Cambridge, MA); Wei Lu (Newton, MA)

Assignee: FORMA Therapeutics, Inc.

C07D401/12A61P35/00C07D401/14C07D471/04A61K31/47

Abstract

Claims (45)

1. A composition comprising a compound:

or salt thereof, in an enantiomeric purity (e.g. %) of at least 98% as determined by chiral HPLC analysis.

2. The composition of claim 1 , further comprising a compound:

3. The composition of claim 1 , further comprising a compound:

4. The composition of claim 3 , further comprising a compound:

5. A composition comprising a compound:

or salt thereof, obtained by a process comprising a step of contacting a compound:

or salt thereof, with a compound:

or salt thereof, to provide the compound:

or salt thereof.

6. The composition of claim 5 , wherein the process further comprises a step of preparing the compound:

or salt thereof, by a process comprising a step of reacting the compound:

with a suitable base to form the compound:

or salt thereof.

7. The composition of claim 6 , wherein the process further comprises a step of preparing the compound:

by a process comprising a step of reacting the compound:

with acetic anhydride to form the compound:

8. The composition of claim 7 , wherein the process further comprises a step of preparing the compound:

by a process comprising a step of reacting the compound:

or salt thereof, with a suitable oxidizing agent to form the compound:

9. The composition of claim 5 , wherein the process further comprises a step of preparing the compound:

or salt thereof, by a process comprising a step of reacting the compound:

or salt thereof, with a suitable acid to form the compound:

or salt thereof.

10. The composition of claim 9 , wherein the process further comprises a step of preparing the compound:

or salt thereof, by a process comprising a step of reacting the compound:

with MeMgBr to form the compound:

or salt thereof.

11. The composition of claim 10 , wherein the process further comprises a step of preparing the compound:

by a process comprising a step of reacting 2,6-dichloroquinoline-3-carbaldehyde:

with:

to form the compound:

12. The composition of claim 6 , wherein the suitable base is K 2 CO 3 .

13. The composition of claim 8 , wherein the suitable oxidizing agent is m-CPBA.

14. The composition of claim 9 , wherein the suitable acid is HCl.

15. A composition comprising (i) the compound:

or a salt thereof; and

(ii) at least one compound selected from the group consisting of:

or a salt thereof.

16. The composition of claim 15 , wherein the composition comprises the compound:

or a salt thereof.

17. The composition of claim 15 , wherein the composition comprises the compound:

or a salt thereof.

18. The composition of claim 15 , wherein the composition comprises both compounds:

or a salt thereof.

Assignments (4)

Continuity (9)

Cited By (1)

US 12,275,715