Patent ID: 7700640
Filing Date: 2010-04-20
Classification: A61P,C07C,C07D

Abstract:
1. A process for making a compound of formula (I), the process comprising (a) reacting a compound of formula (II) wherein X 1 is carboxyl or a precursor therefore, X 2 is F and X 3 is selected from F, Br and OH; with: (i) a compound of formula (III) by nucleophilic aromatic substitution of X wherein X is as defined for formula (I) below and R 1 is selected from methyl, methoxymethyl and hydroxymethyl or a protected version thereof; and (ii) a compound of formula (IV) by nucleophilic aromatic substitution using a suitable base in a suitable solvent, or, when X wherein R 2 , R 3 , m and n are as defined for formula (I) and X 4 is OH when X 3 is F or Br, and X 4 is a leaving group when X 3 is OH; (b) optionally, converting X (c) coupling of the carboxylic acid group to a compound of formula (V); and thereafter optionally: (i) converting a compound of formula (I) into another compound of formula (I); (ii) where R (iii) forming a pro-drug; and/or (iv) forming a pharmaceutically acceptable salt; wherein in a compound of formula (I): R X is methyl or ethyl; R HET-1 is a five or six membered, C-linked heteroaryl ring containing a nitrogen atom in the 2-position and optionally 1 or 2 further ring heteroatoms independently selected from O, N and S; which ring is optionally substituted on an available carbon atom, or on a ring nitrogen atom provided it is not thereby quaternised, with 1 or 2 substituents independently selected from R HET-2 is a four, five or six membered, C- or N-linked heterocyclyl ring containing 1, 2, 3 or 4 heteroatoms independently selected from O, N and S, wherein a —CH R R R or R R or, when HET-1 is 2-pyridyl, R R HET-3 is an N-linked, four to six membered, saturated or partially unsaturated heterocyclyl ring, optionally containing 1 or 2 further heteroatoms independently selected from O, N and S, wherein a —CH HET-3 is an N-linked, seven membered, saturated or partially unsaturated heterocyclyl ring, optionally containing 1 further heteroatom independently selected from O, S and N, wherein a —CH HET-3 is an N-linked 6-10 membered bicyclic saturated or partially unsaturated heterocyclyl ring, optionally containing 1 further nitrogen atom, wherein a —CH R HET-4 is a 5- or 6-membered, C- or N-linked unsubstituted heteroaryl ring containing 1, 2 or 3 ring heteroatoms independently selected from O, N and S; p is independently 0, 1 or 2; m is 0 or 1; and n is 0, 1 or 2; provided that when m is 0, then n is 1 or 2.