Cesium carbonate → HCID 57431683, compound

Participants

Reaction Steps

Mix N-[6-(2,2,2-trifluoro-acetyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide (Preparation 74) (428 mg, 0.93 mmol), m-fluorobenzyl bromide (216 mg, 1.11 mmol), Cs2CO3 (650 mg, 2 mmol) and DMF (10 mL). Warm the reaction at 50° C. for 18 h, cool and partition between water/brine/EtOAc. Separate and dry the organic layer (MgSO4), filter and concentrate to give 590 mg of crude product. Purify by silica gel chromatography, using 10% to 60% EtOAc/hexane to obtain 68 mg (16%) of the title compound as a pale yellow solid. MS (ES) m/z 461 (M+1); HPLC: Rt=3.43 min (95%).

Provenance & Evidence