PROCESS FOR MAKING HYDROXYLATED CYCLOPENTYLPYRIMIDINE COMPOUNDS

• US 20180258054A1
• Filed: 10/12/2017
• Published: 09/13/2018
• Est. Priority Date: 05/17/2012
• Status: Abandoned Application

• Current Assignee: Array Biopharma Incorporated (Pfizer Inc.), Genentech, Inc. (Roche Holding AG)
• Original Assignee: Array Biopharma Incorporated (Pfizer Inc.), Genentech, Inc. (Roche Holding AG)
• Inventors: Askin, David, Han, Chong, Lane, Jonathan W., Remarchuk, Travis, Shakya, Sagar, Sowell, C. Gregory, Spencer, Keith L., Stengel, Peter J.
• Application Number:
  US15/782,620
• Publication Number:
  US 20180258054A1
• Time in Patent Office: Days
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 239/30 Halogen atoms or nitro radicals
• CPC Class Codes: C07D 239/42 One nitrogen atom nitro radicals C07D239/30
• CPC Class Codes: C07D 239/70 condensed with carbocyclic rings or ring systems
• CPC Class Codes: C07D 403/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: Y02P 20/55 Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

The invention provides processes for preparing a compound of formula I

and salts thereof, wherein R¹ is defined herein, and compounds and intermediates of said formula.

Claims

1. (canceled)

2. A compound of formula II or formula III:

3. The compound of claim 2, wherein R²—

COOR^a or —

CONR^aR^b.

4. The compound of claim 2, wherein R² is —

COOH or —

COOCH₃.

5. The compound of claim 2, wherein R² is —

C(O)N(CH₃)OCH₃.

6. The compound of claim 2, wherein R³ is bromo.

7. The compound of claim 2, that is a compound of formula II:

8. The compound of claim 7, wherein M is Mg.

9. The compound of claim 7, wherein R² is —

COOH or —

COOCH₃.

10. The compound of claim 7, wherein R² is —

C(O)N(CH₃)OCH₃.

11. The compound of claim 7, wherein R² is —

COOCH₃.

12. The compound of claim 2 that is a compound of formula III:

13. The compound of claim 12, wherein R² is —

COOH or —

COOCH₃.

14. The compound of claim 12, wherein R² is —

C(O)N(CH₃)OCH₃.

15. The compound of claim 12, wherein R³ is bromo.