Formaldehyde → 1-(4-Chloro-5,7-difluoro-3-methylquinolin-2-yl)-4-methylpiperazin-2-one

Beteiligte Stoffe

Reaktionsschritte

The 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)piperazin-2-one (52.0 mg, 0.167 mmol) and paraformaldehyde (5.01 mg, 0.167 mmol) were dissolved in 1.5 mL of a 2:1 dichloroethane:MeOH solution. The sodium triacetoxyborohydride (106 mg, 0.500 mmol) was added and the reaction mixture was stirred for 6.5 h. The reaction by LCMS had only progressed ˜30%. Some sodium cyanoborohydride (50 mg, 0.796 mmol) was added turning the mixture into a solution again and stirred overnight. The reaction was then diluted with DCM and water. The layers were separated and the organic layer was washed with brine (1×10 mL) and dried over magnesium sulfate to give crude 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-4-methylpiperazin-2-one. Mass Spectrum (ESI) m/e=312.1 (M+1).

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