Patent ID: 8158796

Claim:
A process for preparing a compound of Formula VII or its salt, comprising the steps of: (a) reacting a Formula I compound, a Formula II compound, an acid having pKa<5, with a reducing agent to form a compound of Formula III; wherein Pg is a protecting group; n 1 is 1; n 2 is 1 or 2; provided when n 1 is 2, n 2 is 2 or 3; and R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are independently hydrogen, halo, alkyl, alkenyl, alkynyl, amino, alkylamino, alkenylamino, alkynylamino, hydroxyl, alkoxy, alkenoxy, or alkynoxy; (b) reacting the compound of Formula III with an acidic chiral resolving agent to form a diastereomeric salt depicted as Formula IV; (c) reacting the diastereomeric salt with a basic aqueous solution to remove the acidic chiral resolving agent and then removing the protecting group under the deprotection conditions to form a compound of Formula V; (d) reacting the compound of Formula V with a compound of Formula VI to form a compound of Formula VII; wherein R 1 -R 6 , n 1 and n 2 are the same as described above; A is aryl or heteroaryl; X is from 0 to 5 substituents on A, and is selected from the group consisting of: hydroxy, oxo, nitro, methoxy, ethoxy, alkoxy, substituted alkoxy, trifluoromethoxy, haloalkoxy, fluoro, chloro, bromo, iodo, methyl, ethyl, propyl, butyl, alkyl, alkenyl, alkynyl, substituted alkyl, trifluoromethyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, thio, alkylthio, acyl, carboxy, alkoxycarbonyl, carboxamido, substituted carboxamido, alkylsulfonyl, alkylsulfinyl, alkylsulfonylamino, sulfonamido, substituted sulfonamido, cyano, amino, substituted amino, alkylamino, dialkylamino, aminoalkyl, acylamino, amidino, amidoximo, hydroxamoyl, ureido, substituted ureido, phenyl, aryl, substituted aryl, aryloxy, arylalkyl, arylalkenyl, arylalkynyl, pyridyl, imidazolyl, heteroaryl, substituted heteroaryl, heteroaryloxy, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, substituted cycloalkyl, cycloalkyloxy, pyrrolidinyl, piperidinyl, morpholino, heterocycle, (heterocycle)oxy, and (heterocycle)alkyl; Q is —CH 2 —, —CH 2 CH 2 —, or absent; and L is CHO, chloro, bromo, iodo, or O—SO 2 —R 7 ; wherein R 7 is methyl, ethyl, CF 3 , p-tolyl, phenyl, or p-nitrophenyl.