Patent ID: 6576761
Filing Date: 2003-06-10
Classification: C07D,Y02P

Abstract:
A process for preparing a compound of the formula (3): wherein R1 is a hydrogen atom, halogen atom, amino or protected amino, R2 is a hydrogen atom, halogen atom, lower alkoxyl, lower acyl, hydroxyl, protected hydroxyl, or lower alkyl, optionally having a hydroxyl or protected hydroxyl as a substituent, R3 is a hydrogen atom or carboxylic acid protective group, and R5 is a hydrogen atom or 1-alkenyl optionally having a substituent selected from the group consisting of a halogen atom, hydroxyl, nitro, cyano, aryl, lower alkyl, amino, mono lower alkylamino, di lower alkylamino, mercapto, alkylthio or arylthio having the formula R6Sâ€”, wherein R6 is lower alkyl or aryl, formyloxy, acyloxy having the formula R6COOâ€”, wherein R6 is the same as defined above, formyl, acyl having the formula R6COâ€”, wherein R6 is the same as defined above, alkoxyl or aryloxy having the formula R6Oâ€”, wherein R6 is the same as defined above, carboxyl, and alkoxycarbonyl or aryloxycarbonyl having the formula R6OCOâ€”, wherein R6 is the same as defined above, which comprises reacting in a solvent a compound of formula (1): wherein R1, R2 and R3 are the same as defined above, and X is a halogen atom, lower alkylsulfonyloxy optionally having a substituent selected from the group consisting of a halogen atom and an alkyl having 1 to 4 carbon atoms, or an arylsulfonyloxy optionally having a substituent selected from the group consisting of a halogen atom and an alkyl group having 1 to 4 carbon atoms, with a nickel catalyst, a metal up to âˆ’0.3 (V/SCE) in standard oxidation reduction potential, a compound of a metal having a higher standard oxidation reduction potential than the metal, and a compound having the formula (2): R4â€”Y â€ƒwherein R4 is 1-alkenyl optionally having a substituent selected from the same substituents as defined above for R5, and Y is a halogen atom, to obtain the compound of formula (3).