p-Toluenesulfonic acid → HCID 86599902, compound

Participants

Reaction Steps

To the product of Example 13B (50.mg, 0.17 mmol) in 10% CH3OH/EtOAc (2 mL) was added p-toluenesulfonic acid (33 mg, 0.17 mmol; Aldrich) in 10% CH3OH/EtOAc (1 mL). A precipitate formed which was isolated via filtration to give the title compound (68 mg, 0.13 mmol, 77% yield). 1H NMR (methanol-d4, 300 MHz): δ 7.70 (2H, m), 7.50 (1H, dt, J=7, 1 Hz), 7.43-7.48 (3H, m), 7.22 (2H, m), 7.17 (1H, dt, J=9, 4 Hz), 7.00 (1H, d, J=3 Hz), 6.83 (1H, dd, J=8, 2 Hz), 3.60 (2H, m), 3.52 (2H, m), 3.41 (2H, m), 3.20-3.27 (4H, m), 2.36 (3H, s). MS (DCI/NH3): m/z 291 (M+H)+. Anal. Calcd. for C19H18N2O.1.25C7H8O3S.0.8H2O: C, 64.09; H, 5.74; N, 5.39. Found: C, 63.71; H, 5.47; N, 5.80.

Provenance & Evidence