Sodium cyanoborohydride → HCID 19804696, compound

Participants

Reaction Steps

8.55 g (0.029 mol) of N-(4-methyl-6-cyclopropylpyrimidin-2-yl)-N-phenylisobutyraldehyde hydrazone are dissolved in 30 ml of methanol and 2 ml of glacial acetic acid. 2.14 g (0.029 mol) of sodium cyanoborohydride are then added in portions with stirring. The reaction proceeds exothermically; the temperature is maintained at 10°-15° C. by cooling. After 1 hour, the batch is worked up by extraction with ethyl acetate and water and the organic phase is concentrated using a rotary evaporator to give 8.5 g of crude product. Purification by column chromatography on silica gel (eluant: 85% hexane/15% ethyl acetate) affords 7.6 g (89% of the theoretical yield) of the title compound in the form of an oil having a refractive index of [n]D25 =1.5733.

Provenance & Evidence