Ammonia → HCID 10680039, compound

Participants

Reaction Steps

To a suspension of lithium aluminum hydride (31.1 mg) in tetrahydrofuran (1 ml) was dropwise added a solution of methyl 2-[(E)-2-(4-pyridyl)vinyl]pyridine-5-carboxylate (385 mg) in tetrahydrofuran (10 ml) at 0° C. under nitrogen atmosphere, and the mixture was stirred for 45 minutes at the same temperature. Aqueous ammonia was dropwise added thereto at 0° C. and then methanol (5 ml) was further added thereto, and the mixture was stirred for 2 hours. After filtration the filtrate was concentrated in vacuo. The residue was dissolved in dichloromethane, and the solution was washed with water and brine and dried over magnesium sulfate. The solvent was removed in vacuo, and the residue was washed with diisopropyl ether to give 5-hydroxymethyl-2-[(E)-2-(4-pyridyl)vinyl]pyridine (251 mg).

Provenance & Evidence