Patent ID: 7705151

Claim:
A method of making a compound of formula (I) below: wherein R 3 is H, C 1-3 alkyl, halogen or phenyl; R 5 is N(R 9 )(R 10 ) wherein R 9 is H or C 1-3 alkyl; R 10 is aminoC 2-6 alkyl, C 1-4 alkylaminoC 2-6 alkyl, diC 1-4 alkylaminoC 2-6 alkyl, C 1-4 alkoxyC 2-6 alkyl or hydroxyC 2-6 alkyl, wherein one methylene group in said C 2-6 alkyl is optionally replaced with an oxygen, sulfur, NH, or NCH 3 , and wherein each methylene group in said C 2-6 alkyl is optionally substituted with a halogen, cyano or hydroxy group, or R 10 is C 3-7 cycloalkyl, heterocycloalkyl, heteroaryl, C 3-7 cycloalkylC 1-4 alkyl, heterocycloalkylC 1-4 alkyl, arylC 1-4 alkyl or heteroarylC 1-4 alkyl each optionally substituted with one or more C 1-4 alkyl, amino, C 1-4 alkylamino, diC 1-4 alkylamino, aminoC 1-3 alkyl, C 1-4 alkylaminoC 1-3 alkyl, diC 1-4 alkylaminoC 1-3 alkyl, halogen, hydroxy, aminocarboxy or benzyl groups, or R 9 and R 10 together with the nitrogen they are bonded to may form a heterocycloalkyl group containing one or more heteroatoms which is optionally substituted with one or more C 1-4 alkyl, amino, C 1-4 alkylamino, diC 1-4 alkylamino, aminoC 1-3 alkyl, C 1-4 alkylaminoC 1-3 alkyl, diC 1-4 alkylaminoC 1-3 alkyl, halogen, hydroxy, aminocarboxy or benzyl groups; R 7 is phenyl, naphthyl, furyl, thienyl, pyridyl, indolyl, benzothiazolyl or pyrrolyl optionally substituted with one or more C 1-3 alkoxy, halogen, CF 3 , CF 3 O, hydroxy, C 1-3 alkyl, amino, C 1-3 alkylamino, diC 1-3 alkylamino, C 1-3 alkylaminoC 1-3 alkyl, diC 1-3 alkylaminoC 1-3 alkyl, (C 1-3 alkylaminoC 1-3 alkyl)(C 0-3 alkyl)amino, (diC 1-3 alkylaminoC 1-3 alkyl)(C 0-3 alkyl)amino, C 1-3 alkylthio, aminocarboxy, C 1-3 alkylcarbonyl, ureido optionally substituted with C 1-3 alkyl, C(O)OC 1-4 alkyl, C(O)OH, acetamido or heterocycloaklyl groups, or with a phenyl group which is optionally substituted with one or more C 1-3 alkoxy, halogen, CF 3 , CF 3 O, hydroxy, C 1-3 alkyl, amino, C 1-3 alkylamino, diC 1-3 alkylamino, C 1-3 alkylaminoC 1-3 alkyl, diC 1-3 alkylaminoC 1-3 alkyl, C 1-3 alkylthio, aminocarboxy, C 1-3 alkylcarbonyl, ureido optionally substituted with C 1-3 alkyl, C(O)OC 1-4 alkyl, C(O)OH, acetamido, heteroaryl or heterocycloalkyl groups; and R 8 is H; with the proviso that R 3 is not hydrogen when R 7 is methoxy-subsituted phenyl and R 5 is said method comprising: (a) reacting the compound of formula (II) with a nitrile of the formula R 7 CN in the presence of a strong base in a suitable solvent to form a compound of formula (III): (b) reacting the compound of formula (III) with a suitable chlorinating agent to form the compound of formula (IV): (c) reacting the compound of formula (IV) with an amine of the formula HN(R 8 )(R 9 ) to provide the desired compound of formula (I) wherein R 5 is N(R 8 )(R 9 ) and R 8 is H: