Water → HCID 69650328, compound

Participants

Reaction Steps

DIBAL (25 ml, 1M in hexane) was added dropwise to a solution of 6-bis(tert-butoxycarbonyl)amino-5-vinyl-nicotinic acid ethyl ester (2.00 g, 5.1 mmol) in THF (40 ml) at 0° C. The mixture was stirred at room temperature for 1 h. NH4Cl (sat.) was added carefully followed by water, and the mixture was concentrated under reduced pressure. The residue was suspended in 5% MeOH in dichloromethane and filtered through silicagel. The filtrate was dried and concentrated under reduced pressure to give (5-hydroxymethyl-3-vinyl-pyridin-2-yl)carbamic acid tert-butyl ester (1.00 g, 78%).

Provenance & Evidence