Patent ID: 7847104

Claim:
A process for preparing a compound having structural formula (I), wherein, R 1 is selected from the group consisting of hydrogen, alkenyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkyl, alkylcarbonyl, alkylcarbonylalkyl, alkylcarbonyloxy, alkylthio, alkynyl, carboxy, carboxyalkyl, cyano, cyanoalkyl, cycloalkyl, cycloalkylalkyl, formyl, formylalkyl, haloalkoxy, haloalkyl, haloalkylthio, halogen, hydroxy, hydroxyalkyl, mercapto, mercaptoalkyl, nitro, (CF 3 ) 2 (HO)C—, R B (SO) 2 R A N—, R A O(SO) 2 —, R B O(SO) 2 —, Z A Z B N—, (Z A Z B N)alkyl, (Z A Z B N)carbonyl, (Z A Z B N)carbonylalkyl, and (Z A Z B N)sulfonyl; R 9 , R 10 , R 11 , and R 12 are each independently selected from the group consisting of hydrogen, alkenyl, alkoxy, alkoxyalkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkyl, alkylcarbonyl, alkylcarbonylalkyl, alkylcarbonyloxy, alkylthio, alkynyl, aryl, carboxy, carboxyalkyl, cyano, cyanoalkyl, formyl, formylalkyl, haloalkoxy, haloalkyl, haloalkylthio, halogen, heteroaryl, heterocycle, hydroxy, hydroxyalkyl, mercapto, mercaptoalkyl, nitro, (CF 3 ) 2 (HO)C—, R B (SO) 2 R A N—, R A O(SO) 2 —, R B O(SO) 2 —, Z A Z B N—, (Z A Z B N)alkyl, (Z A Z B N)carbonyl, (Z A Z B N)carbonylalkyl, and (Z A Z B N)sulfonyl; R A is hydrogen or alkyl; R B is alkyl, aryl, or arylalkyl; and Z A and Z B are each independently hydrogen, alkyl, alkylcarbonyl, formyl, aryl, or arylalkyl, comprising the steps of: (a) heating a mixture of a compound of formula (III), a base selected from the group consisting of sodium hydroxide, potassium phosphate and cesium carbonate, and a composition consisting of a compound of formula (IIa), a compound of formula (IIb) or a mixture thereof, wherein P is selected from the group consisting of alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, arylalkyl, arylcarbonyl and aryloxycarbonyl, R 1 is defined under the compound of formula (I) and Y is chloro or bromo, in the presence of palladium catalyst and a phosphine based ligand, to provide a composition consisting of a compound of formula (IVa), a compound of formula (IVb) or a mixture thereof, wherein R 1 , R 9 , R 10 , R 11 , and R 12 are defined under the compound of formula (I), followed by (b) treating the composition consisting of the compound of formula (IVa), the compound of formula (IVb) or the mixture thereof, to conditions that will provide the compound of formula (I).