Tetrahydrofuran → HCID 86652000, compound

Participants

Reaction Steps

A solution of (S)-3-Benzyl-1-(3-cyclopentyloxy-4-methoxy-phenyl)-piperazine (550 mg, 1.5 mmol) in THF (10 mL) was treated with triethylamine (231 μL, 1.65 mmol) followed by ethylsuccinyl chloride (223 μL, 1.58 mmol). The reaction mixture was stirred for 3 h then partitioned between EtOAc (10 mL) and a saturated aqueous solution of NaHCO3 (10 mL). The organic extract was dried over MgSO4, filtered, and evaporated to an oil, which was purified by silica gel flash chromatography with 25%, 30%, then 40% EtOAc/hexanes as eluant to afford intermediate (S)-ethyl 4-(2-benzyl-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperazin-1-yl)-4-oxobutanoate as a yellow liquid (690 mg, 93%). LC/MS (Method A) 7.49 min, [M+1]+ 495.

Provenance & Evidence