Formaldehyde → HCID 59429652, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 0.040 g (0.094 mmol) [4-(2-methoxy-phenyl)-piperidin-1-yl]-(1,2,3,4-tetrahydro-pyrazino[1,2-a]indol-10-yl)-methanone hydrochloride, 0.026 ml (0.19 mmol) triethylamine and 0.023 g (0.77 mmol) paraformaldehyde in 2 ml methanol was heated at reflux for 1 h. The reaction mixture was cooled to 0° C. on an ice-water bath and treated with 0.0089 g (0.14 mmol) sodium cyanoborohydride. After completed addition the mixture was allowed to warm to room temperature and stirred for 2 h. Quenching with water and dilution with 2 M aqueous sodium carbonate solution was followed by extraction with dichloromethane (2×50 ml). The combined organic layers were dried over sodium sulfate, concentrated in vacuo and purified by flash-chromatography (aminopropyl-modified silica gel, n-heptane/ethyl acetate) to give the title compound (0.031 g, 82%) as an off-white solid.

Provenance & Evidence