Water → HCID 18454512, compound

Participants

Reaction Conditions

Reaction Steps

6-((E)-Styryl)-4H-pyrido[3,2-b][1,4]oxazin-3-one (30d) (350 mg, 1.54 mmole), was dissolved in anhydrous THF (10 mL) and the solution was cooled to 0° C. A solution of LiAlH4 in THF (1.0 M, 1.54 mL, 1.54 mmole) was added dropwise at 0° C. The reaction was then warmed to room temperature and stirred for 2 hr. H2O (0.06 mL) was added dropwise and mixture was stirred for 5 min, then 15% sodium hydroxide (0.06 mL) was added followed by H2O (0.18 mL). The mixture was stirred overnight, then was diluted with Et2O and filtered through celite®. The filtrate was concentrated and the residue was purified by flash chromatography on silica gel (5% EtOAc/CHCl3) to afford the product (200 mg, 55%).

Provenance & Evidence