反应详情

4-Chloro-2-fluorophenyl hydrazine hydrochloride (1 equiv.) is taken in 7% sulfuric acid in 1,4-dioxan. N-Methylpiperidine-4-one (0.76-1.4 equiv.) is added and the contents are stirred at RT for 10 min. The reaction mixture is then stirred at 100° C. for 6 h. The reaction is monitored by TLC and LCMS. After completion of the reaction, the reaction mixture is concentrated and then slowly quenched with aq. NaHCO3 solution, followed by extraction with EtOAc. The organic layer is dried over anhydrous sodium sulfate and evaporated to dryness. The crude product is purified by column chromatography to afford 8-chloro-6-fluoro-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole.

1. stirringThe reaction mixture is then stirred at 100° C. for 6 h
2. customAfter completion of the reaction
3. concentrationthe reaction mixture is concentrated
4. customslowly quenched with aq. NaHCO3 solution
5. extractionfollowed by extraction with EtOAc
6. dry with materialThe organic layer is dried over anhydrous sodium sulfate
7. customevaporated to dryness
8. customThe crude product is purified by column chromatography