Acetic Acid → HCID 67440071, compound

Participants

Reaction Steps

2,4-Dimethoxybenzaldehyde was added to a solution of ethyl 6-amino-5-(2,3-difluorophenyl)hexanoate (4.73 g, 17.5 mmol) in methanol (75 mL). Acetic acid was added until the pH of the reaction mixture reached pH 5. After 30 min, sodium cyanoborohydride (1.69 g, 26.9 mmol) was added. After 1 h, the mixture was diluted with ethyl acetate and saturated aqueous sodium carbonate. The mixture was extracted with ethyl acetate and the organic extracts were washed with water, saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography [100% dichloromethane→95% dichloromethane/(10% ammonium hydroxide/methanol)] gave the title compound (7.3 g). MS 422.1 (M+1).

Provenance & Evidence