Hydrochloric Acid → methyl 2-morpholino-4-oxo-8-[(2R)-pyrrolidin-2-yl]chromene-6-carboxylate

Participants

Reaction Steps

Hydrogen chloride (4M in dioxane) (8.81 mL, 35.22 mmol) was added to a stirred solution of tert-butyl (2R)-2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)pyrrolidine-1-carboxylate (1.90 g, 3.52 mmol) dissolved in DCM (15 mL) and the reaction mixture was stirred for 8 h at room temperature After concentration, 10% methanolic ammonia (7 N) in DCM was added, the reaction mixture was adsorbed on silica gel and then purified by flash chromatography on silica gel eluting with 0 to 8% methanolic ammonia (7 N) in DCM. The solvents were evaporated to dryness to afford after trituration with diethyl ether, methyl 2-morpholino-4-oxo-8-[(2R)-pyrrolidin-2-yl]chromene-6-carboxylate (1.11 g, 88%) as a light orange crystalline solid.

Provenance & Evidence