Patent ID: 7582771

Claim:
A process for preparing a compound of formula (IV): in purified form, the process comprising converting a compound of formula (III): to the compound of formula (IV) by: using an alkali solution to remove the Y from the ester group in the compound of formula (III), thereby forming a carboxylic acid intermediate; purifying the carboxylic acid intermediate by slurrying the carboxylic acid intermediate in an organic solvent; using an alkali solution to hydrolyze the N-acetyl amide bond in the purified carboxylic acid intermediate, thereby forming an amino acid intermediate; and then, reacting the amino acid intermediate with R-A-(CH 2 ) n —S(O) 2 Cl to form the compound of formula (IV); wherein: n represents an integer from 0 to 4; A is a chemical bond, —S—, —O—, —S(O)—, —S(O) 2 —, —NH—, —C═C—, R is a moiety selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 fluorinated alkyl, C 3 -C 6 cycloalkyl, tetrahydropyranyl, camphoryl, adamantyl, —CN, —N(C 1 -C 6 alkyl) 2 , phenyl, pyridinyl, pyrimidinyl, furyl, thienyl, napthyl, morpholinyl, triazolyl, pyrazolyl, piperidinyl, pyrrolidinyl, imidazolyl, piperizinyl, thiazolidinyl, thiomorpholinyl, tetrazole, indolyl, benzoxazolyl, benzofuranyl, imidazolidine-2-thionyl, 7,7,dimethyl-bicyclo[2.2.1]heptan-2-onyl, benzo[1,2,5]oxadiazolyl, 2-oxa-5-aza-bicyclo[2.2.1]heptanyl, piperazin-2-onyl or pyrrolyl groups, each optionally substituted by from 1 to 3 substituents independently selected from halogen, —CN, —CHO, —CF 3 , —OCF 3 , —OH, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, —NH 2 , —N(C 1 -C 6 alkyl) 2 , —NH(C 1 -C 6 alkyl), —NH—C(O)—(C 1 -C 6 alkyl), —NO 2 , —SO 2 (C 1 -C 3 alkyl), —SO 2 NH 2 , —SO 2 NH(C 1 -C 3 alkyl), —SO 2 N(C 1 -C 3 alkyl) 2 , —COOH, —CH 2 —COOH, —CH 2 —NH(C 1 -C 6 alkyl), —CH 2 —N(C 1 -C 6 alkyl) 2 , —CH 2 —NH 2 , pyridinyl, 2-methyl-thiazolyl, morpholino, 1-chloro-2-methyl-propyl, C 1 -C 6 thioalkyl, phenyl optionally substituted with one or more halogen atoms, benzyloxy, (C 1 -C 3 alkyl)C(O)CH 3 , (C 1 -C 3 alkyl)OCH 3 , —C(O)NH 2 , X represents O or CH 2 ; Y represents C 1 -C 6 alkyl; and Z is selected from the group consisting of H, halogen, —CN, —CHO, —CF 3 , —OCF 3 , —OH, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 1 -C 6 thioalkyl, —NH 2 , —N(C 1 -C 6 alkyl) 2 , —NH(C 1 -C 6 alkyl), —NHC(O)—(C 1 -C 6 alkyl), and —NO 2 ; wherein the process is carried out without the use of chromatography.