Benzenesulfonyl chloride → HCID 11612496, compound

Participants

Reaction Steps

To a solution of 1J (120 mg, 0.36 mmol) in CH3CN (4 mL) at RT was added DIPEA (94 μL, 0.54 mmol), followed by benzenesulfonyl chloride (51 μL, 0.4 mmol). After 5 min, white precipitates formed. The reaction was stirred for additional 15 min. The product was collected by filtration and the solid washed with CH3CN (2-3 mL) to give the title compound as a white solid (100 mg, 71%). LC/MS (method A): retention time=3.96 min, (M+H)+=470. 1H NMR (CD3SOCD3, 400 MHz): δ8.60 (d, J=2.3 Hz, 1H), 8.35 (s, 1H), 7.07 (d, J=2.2 Hz, 1H), 7.94 (dd, J1=7.1 Hz, J2=1.5 Hz, 2H), 7.70 (dd, J1=8.5 Hz, J2=1.3 Hz, 2H), 7.66-7.69 (m, 1H), 7.61-7.64 (m, 2H), 7.54 (t, J =7.5 Hz, 2H), 7.34-7.46 (m, 1H), 7.25 -7.34 (m, 5H), 5.16 (dd, J1=47.0 Hz, J2=15.2 Hz, 2H), 4.44-4.50 (m, 1H), 3.20 (dd, J1=15.9 Hz, J2=6.0 Hz), 3.06-3.13 (m, 1H).

Provenance & Evidence