Diisopropylethylamine → HCID 16731373, compound

Participants

Reaction Steps

To a solution of 1-(9H-carbazol-4-yloxy)-3-piperazin-1-ylpropan-2-ol (0.2 g, 0.614 mmol) in DMF (4 mL), was added DIPEA (0.05 mL, 0.301 mmol) followed by the drop-wise addition of 3-trifluoromethylbenzenesulfonyl chloride (0.098 g, 0.61 mmol) at room temperature and the reaction mixture was stirred for 3 hours. Subsequently the reaction mixture was diluted with ethyl acetate (30 mL), washed with water and brine solution. The organic layer was dried on anhydrous Na2SO4, concentrated, and purified by precipitating the compound from dichloromethane by adding hexane, to give the required compound as a pale yellow colored solid (0.102 g, 30% yield). 1H NMR (400 MHz, DMSO): δ 2.30-2.90 (m, 6H), 3.00-3.30 (m, 4H), 4.00-4.30 (m, 4H), 5.00 (s, 1H), 6.61 (d, 1H, J=8 Hz), 7.00-7.20 (m, 2H), 7.25-7.40 (m, 2H), 7.42 (d, 1H, J=8.0 Hz), 7.80-8.00 (m, 2H), 8.06 (d, 1H, J=8 Hz), 8.20-8.30 (m, 2H), 11.26 (d, 1H, J=12 Hz). MS m/z: 534.1 (M+1).

Provenance & Evidence