HCID 58636758, compound → HCID 58636757, compound

Participants

Reaction Steps

A solution of [5-(3-cyano-benzyloxy)-6-hydroxymethyl-4-methyl-pyridin-3-ylmethyl]-(4-cyano-phenyl)-carbamic acid tert-butyl ester (137) (235 mg, 0.484 mmol) and manganese (IV) dioxide (198 mg, 1.93 mmol) in methyl alcohol (5 mL) at room temperature for 2 hours. Excess manganese (IV) dioxide was filtered through a celite pad and washed with ethyl acetate. The filtrate was evaporated to give a crude residue, which was purified by column chromatography on silica gel using a gradient mixture of ethyl acetate:hexane (0:1 to 1:0) as eluant to give [5-(3-cyano-benzyloxy)-6-formyl-4-methyl-pyridin-3-ylmethyl]-(4-cyano-phenyl)-carbamic acid tert-butyl ester (141) (154 mg, 66% yield) as a colorless solid.

Provenance & Evidence