Patent ID: 7235659

Claim:
A process for preparing compounds of formula 7 or a pharmaceutically acceptable salt thereof, wherein; L is alkylene; R is aryl, heteroaryl, R 1 -aryl, R 1 -heteroaryl or cycloalkenyl; Y is —N(R 2 )CH 2 CH 2 N(R 3 )—, —OCH 2 CH 2 N(R 2 )—, —(CH 2 ) 2 —NH—, or and Z is aryl, R 5 -aryl, aralkyl, R 5 -aralkyl, heteroaryl, R 5 -heteroaryl, (aryl) 2 alkyl-, R 6 —C(O)—, R 6 —SO 2 —, R 5 -aryl-CH(OH)— or aryl-CH(OH)—; or when Q is Z is also phenylamino or pyridylamino; or Z and Y together are R 1 is 1 to 3 substituents independently selected from the group consisting of hydrogen, alkyl, —CF 3 , halogen, —NO 2 , —NR 12 R 13 , alkoxy, alkylthio, alkylsulfinyl, and alkylsulfonyl; R 2 and R 3 are independently selected from the group consisting of hydrogen and alkyl; m and n are each independently 2 or 3; Q is R 4 is 1 to 2 substituents independently selected from the group consisting of hydrogen and alkyl, or two R 4 substituents on the same carbon can form ═O; R 5 is 1 to 5 substituents independently selected from the group consisting of hydrogen, halogen, alkyl, hydroxy, alkoxy, —CN, dialkyl-amino, —CF 3 , —OCF 3 , acetyl, —NO 2 , hydroxyalkoxy, alkoxyalkoxy, dialkoxy-alkoxy, alkoxy-alkoxy-alkoxy, carboxy-alkoxy, alkoxycarbonylalkoxy, cycloalkyl-alkoxy, dialkyl-amino-alkoxy, morpholinyl, alkyl-SO 2 —, alkyl-SO 2 -alkoxy, tetrahydropyranyloxy, alkylcarbonyl-alkoxy, alkoxycarbonyl, alkylcarbonyloxy-alkoxy, —SO 2 NH 2 , or phenoxy; or adjacent R 5 substituents together are —O—CH 2 —O—, —O—CH 2 CH 2 —O—, —O—CF 2 —O— or —O—CF 2 CF 2 —O— and form a ring with the carbon atoms to which they are attached; R 6 is alkyl, aryl, R 5 -aryl, aralkyl, R 5 -aralkyl, heteroaryl, R 5 -heteroaryl, R 5 -cycloalkyl, cycloalkyl, alkyl-OC(O)—NH—(C 1 –C 6 )alkyl-, dialkyl-aminomethyl or R 9 is 1 to 2 substituents independently selected from the group consisting of hydrogen, alkyl, hydroxy, alkoxy, halogen, —CF 3 and alkoxy-alkoxy; R 10 is 1 to 5 substituents independently selected from the group consisting of hydrogen, halogen, alkyl, hydroxy, alkoxy, —CN, —NH 2 , alkylamino, dialkylamino, —CF 3 , —OCF 3 and —S(O) 0-2 alkyl; R 12 is hydrogen or alkyl; and R 13 is alkyl-C(O)— or alkyl-SO 2 —; comprising a) halogenating and formylating a compound of formula 6 to obtain a compound of formula 5 wherein X is halogen (b) coupling the compound of formula 5 with a hydrazine of formula 4 in the presence of a base to form a compound of formula 3 (c) reacting the compound of formula 3 with a compound of formula HO-L-NHNH 2 to form a compound of formula 2 (d) concurrently (1) cyclizing and (2) halogenating the compound of formula 2 by reacting the compound of formula 2 in the presence of catalytic amount of a metal halide or a catalytic amount of a halide salt and a dehydrating agent to form a compound of formula 1 wherein A is halogen; and (e) preparing the compound of formula 7 by coupling the compound of formula 1 with a compound of formula 8 Z-Y—H formula 8 in the presence of a base.