Cyclopentanol → HCID 69222020, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (3R)-3-ethyl-6-fluoro-4-(4-methoxybenzoyl)-3,4-dihydroquinoxalin-2(1H)-one (see Example 8) (0.47 g, 1.4 mmol) in tetrahydrofuran (4 mL) under nitrogen at 0° C. was added cyclopentanol (0.20 mL, 0.19 g, 2.2 mmol), triphenylphosphine (0.58 g, 2.2 mmol), and diethyl azodicaboxylate (0.44 mL, 0.46 g, 0.22 mmol). The reaction was warmed to 25° C. and was stirred for 12 h. The solvent was evaporated in vacuo, and the product was purified via Biotage Horizon® (SiO2, gradient from 5% EtOAc/hexane to 40% EtOAc/hexane) to yield 0.20 g (36%) of (3R)-1-cyclopentyl-3-ethyl-6-fluoro-4-(4-methoxybenzoyl)-3,4-dihydroquinoxalin-2(1H)-one. MS (ESI) m/z 397 ([M+H]+).

Provenance & Evidence