Process for making hydroxylated cyclopentylpyrimidine compounds

Patent metadata

Field	Value
Publication number	US-9416110-B2
Application number	US-201314401087-A
Country	US
Kind code	B2
Filing date	May 17, 2013
Priority date	May 17, 2012
Publication date	Aug 16, 2016
Grant date	Aug 16, 2016

Abstract

The invention provides processes for preparing a compound of formula I and salts thereof, wherein R 1 is defined herein, and compounds and intermediates of said formula.

First claim

We claim:

1. A compound of formula IV:

or a salt thereof, wherein:
R 2 is —CN, —COOR a or —CONR a R b ;
R a and R b are independently hydrogen, —OR c , substituted or unsubstituted C 1-12 alkyl, substituted or unsubstituted C 2-12 alkenyl, substituted or unsubstituted C 2-12 alkynyl, substituted or unsubstituted C 3-8 cycloalkyl, substituted or unsubstituted phenyl or substituted or unsubstituted 3 to 12 membered heterocyclyl; or
R a and R b are taken together with the atom to which they are attached to form a 3-7 membered heterocyclyl;
R c is independently hydrogen or optionally substituted C 1-12 alkyl; and
each R 3 is independently iodo or bromo.

2. The compound of claim 1 , wherein R 2 is —C(O)N(R a )OR c .

3. The compound of claim 1 , wherein each R 3 is iodo.

4. The compound of claim 1 , which is the compound:

Assignees

• Array Biopharma Inc
• Genentech Inc

Inventors

• Askin David
• Han Chong
• Lane Jonathan W
• Remarchuk Travis
• Shakya Sagar
• Sowell C Gregory
• Spencer Keith L
• Stengel Peter J

Classifications

• A61P35/00

  Antineoplastic agents · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• C07D239/70 Primary

  condensed with carbocyclic rings or ring systems · CPC title

• C07D239/30

  Halogen atoms or nitro radicals · CPC title

• C07D239/42 Primary

  One nitrogen atom (nitro radicals C07D239/30) · CPC title