Water → HCID 117728682, compound

Participants

Reaction Steps

A solution of compound 50c (0.15 g, 0.29 mmol) and 2,2,2-trichloroacetyl isocyanate (81 mg, 0.43 mmol) in dichloromethane (10 mL) was stirred at rt for 30 min and concentrated in vacuo. The residue obtained was dissolved in ethanol (10 mL), and TEA (87 mg, 0.86 mmol) was added. The reaction mixture was heated at reflux for 2 h and allowed to cool to rt. Water (10 mL) was added. The solids formed were collected by filtration and washed with Et2O (2×20 mL) to obtain the title compound 70 as a yellow solid. 1H-NMR (300 MHz, DMSO-d6+D2O) δ (ppm): 8.17 (d, J=8.4 Hz, 1H), 8.00 (d, J=5.4 Hz, 1H), 7.88 (d, J=8.1 Hz, 2H), 7.70 (t, J=7.8 Hz, 1H), 7.54-7.48 (m, 3H), 7.37-7.31 (m, 3H), 6.27 (d, J=5.7 Hz, 1H), 5.27 (s, 1H), 3.90-3.73 (m, 4H), 3.68-3.56 (m, 4H), 3.34-3.28 (m, 4H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C30H26N6O4: 535.2 (M+H). Found: 535.2.

Provenance & Evidence