p-Toluenesulfonic acid monohydrate → HCID 86601089, compound

Participants

Reaction Steps

A mixture of the product of Example 39B (60 mg, 0.22 mmol) and p-toluenesulfonic acid monohydrate (48 mg, 0.25 mmol) was stirred in EtOAc-EtOH (4 mL, 10:1) at room temperature for 16 h. The resulted solid was collected and dried under vacuum to afford the title compound (63 mg, 0.13 mmol; 58% yield): 1H NMR (300 MHz, CD3OD) δ ppm 7.70 (2H, d, J=8 Hz), 7.44-7.57 (4H, m), 7.17-7.26 (4H, m), 7.05 (1H, dd, J=8, 3 Hz), 5.03 (1H, dd, J=7, 5 Hz), 4.26 (1H, dd, J=11, 9 Hz), 4.16 (1H, d, J=13 Hz), 3.94 (1H, d, J=11 Hz), 3.76 (1H, dd, J=11, 5 Hz), 3.44-3.55 (1H, m), 3.15 (1H, dd, J=13, 5 Hz), 3.06 (1H, dd, J=11, 6 Hz), 2.36 (3H, s): MS (DCl/NH3): m/z 277 (M+1)+. Anal. Calcd. for C18H16N2O.1.3C7H8O3S: C, 65.07; H, 5.32; N, 5.60. Found: C, 64.88; H, 5.20; N, 5.68.

Provenance & Evidence