Sodium borohydride → HCID 68448458, compound

Participants

Reaction Steps

A solution of methyl 7-fluoro-6-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[1,2,3-de]quinoxaline-6-carboxylate (0.558 g, 0.002 mol) in methanol (40 mL) was cooled to 0° C. and treated with sodium borohydride (0.080 g, 0.002 mol). After 2 hours and again after a further 2 hours, further portions of sodium borohydride (0.04 g, 0.5 equivalent each time) were added at 0° C. After 5 hours in total, the reaction mixture was quenched by addition of water (2 mL) and the solvent was removed. The residue was placed directly onto the top of a 20 g silica gel column and chromatographed, eluting with a 0-100% ethyl acetate in hexane gradient, then with a 0-50% methanol in ethyl acetate gradient to afford the product (0.331 g, 66%).

Provenance & Evidence