Tetrahydrofuran → HCID 86761834, compound

Participants

Reaction Steps

To a mixture of methyl 4-{[cyclopentyl(5-fluoro-3-methyl-1-benzofuran-2-yl)methyl]amino}benzoate (1.19 g) synthesized above, tetrahydrofuran (6 mL) and ethanol (6 mL) was added 1N aqueous sodium hydroxide solution (6 mL), and the mixture was stirred with heating under reflux for 3.5 hr. 1N Aqueous sodium hydroxide solution (6 mL) was additionally added to the mixture, and the mixture was stirred with heating under reflux for 14 hr. The reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (11 mL) was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give the title compound (1.08 g, 94%) as a colorless amorphous form.

Provenance & Evidence