Process for the preparation of substituted pyrimidine derivatives

Patent metadata

Field	Value
Publication number	US-9079884-B2
Application number	US-201314076955-A
Country	US
Kind code	B2
Filing date	Nov 11, 2013
Priority date	Jun 30, 2008
Publication date	Jul 14, 2015
Grant date	Jul 14, 2015

Abstract

The present invention is directed to processes for the preparation of substituted pyrimidine derivatives, useful as intermediates in the synthesis of histamine H 4 receptor modulators, and to intermediates in H4 modulator synthesis.

First claim

We claim:

1. A compound of formula (XII)

wherein
PG 3 is a nitrogen protecting group selected from the group consisting of: —C(O)O—C(CH 3 ) 3 , —C(O)—CH 3 and —C(O)O—CH 2 CH 3 ;
L 1 is CN;
R c is selected from the group consisting of H, methyl, ethyl, propyl, isopropyl, —CF 3 , cyclopropyl, and cyclobutyl;
R 8 is selected from the group consisting of hydrogen and C 1-4 alkyl;

Z is selected from the group consisting of N and CH;
n is 1 or 2;

R 9 , R 10 and R 11 are each independently selected from the group consisting of hydrogen and C 1-4 alkyl;
or a pharmaceutically acceptable salts thereof.

2. A compound as in claim 1 , wherein the compound of formula (XII) is a compound of formula (XII-S)

or a pharmaceutically acceptable salt thereof.

3. A compound as in claim 2 , wherein PG 3 is selected from the group consisting of —C(O)OCH 2 CH 3 and —C(O)OC(CH 3 ) 3 .

Assignees

• Janssen Pharmaceutica Nv

Inventors

• Cesco-Cancian Sergio
• Chen Hongfeng
• Grimm Jeffrey S
• Mani Neelakandha S
• Mapes Christopher M
• Palmer David C
• Pippel Daniel J
• Sorgi Kirk L
• Xiao Tong

Classifications

• A61P37/00

  Drugs for immunological or allergic disorders · CPC title

• C07D401/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• C07C211/22

  containing at least two amino groups bound to the carbon skeleton · CPC title

• C07D211/26

  with hydrocarbon radicals, substituted by nitrogen atoms · CPC title

• C07C211/26

  of an unsaturated carbon skeleton containing at least one six-membered aromatic ring · CPC title