Process for preparing sulfonamide-containing indole compounds
A process for preparing a compound (5 a ) represented by the following formula: wherein R 1 and R 2 each independently represent hydrogen, C 1-4 alkyl, etc. and A represents cyanophenyl, etc., characterized by reacting a compound (3 a ) represented by the following formula: wherein R 1 and R 2 have the same definitions as above, with a compound represented by the formula A—SO 2 Cl, wherein A has the same definition as above, in the presence of a base, in a mixed solvent of water and C 1-6 alkyl acetate.
1 . A process for preparing a compound (5a) represented by the following formula:
wherein R 1 and R 2 each independently represent hydrogen, C 1-4 alkyl or halogen, and A represents cyanophenyl, aminosulfonylphenyl, aminopyridyl, aminopyrimidyl, halogenopyridyl or cyanothiophenyl, characterized by reacting a compound (3a) represented by the following formula:
wherein R 1 and R 2 have the same definitions as above, with a compound represented by the formula A—SO 2 Cl, wherein A has the same definition as above, in the presence of a base, in a mixed solvent of water and C 1-6 alkyl acetate.
2 . A process for preparing a compound (5a) represented by the following formula:
wherein R 1 and R 2 each independently represent hydrogen, C 1-4 alkyl or halogen, and A represents cyanophenyl, aminosulfonylphenyl, aminopyridyl, aminopyrimidyl, halogenopyridyl or cyanothiophenyl, characterized by reacting a compound (1 a) represented by the following formula:
wherein R 1 and R 2 have the same definitions as above, with a phosphorus oxyhalide or thionyl chloride in dimethylformamide, then adding hydroxylamine hydrochloride to the reaction mixture to allow reaction therewith to afford a compound (2a) represented by the following formula:
wherein R 1 and R 2 have the same definitions as above, and then subjecting the compound (2a) to reduction reaction to afford a compound (3a) represented by the following formula:
wherein R 1 and R 2 have the same definitions as above, and reacting the compound (3a) with a compound represented by the formula A—SO 2 Cl, wherein A has the same definition as above, in the presence of a base, in a mixed solvent of water and C 1-6 alkyl acetate.
3 . A process according to claim 1 or 2 , wherein R 2 is methyl, R 1 is hydrogen and A is 3-cyanophenyl.