Sodium cyanoborohydride → HCID 117831216, compound

Participants

Reaction Steps

0.71 g (11 mmol) of sodium cyanoborohydride is added to a solution, in 20 mL of acetic acid, of the compound obtained in Step F (2.0 g, 2.2 mmol). After stirring for 14 hours at ambient temperature, 0.36 g (5.5 mmol) of sodium cyanoborohydride is again added, and then the reaction mixture is heated at 50° C. for 3 hours before a second addition of 0.1 eq. of sodium cyanoborohydride to complete the reaction in 30 minutes at 50° C. The acetic acid is evaporated off under reduced pressure, and then the residue is taken up in dichloromethane and washed with saturated aqueous NaHCO3 solution, water and brine. The combined aqueous phases are extracted with dichloromethane. The resulting organic phases are dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product obtained is purified by chromatography over silica gel (dichloromethane/ethanol/ammonia gradient) to yield the title compound in the form of a meringue.

Provenance & Evidence