Morpholin-2-ylmethanol → HCID 66604601, compound

Participants

Reaction Steps

8-Carbamoyl-6-(2-methoxyphenyl)-9H-carbazole-3-carboxylic acid (31.5 mg, 0.061 mmol), HATU (75 mg, 0.197 mmol), DMAP (25 mg, 0.205 mmol), morpholin-2-ylmethanol (35 mg, 0.299 mmol) and DMF (3 ml) were combined and stirred at room temperature for 18 hours. The reaction mixture was filtered through a 0.45 um Nylon filter and purified by prep HPLC chromatography (water/CH3CN/NH4OAc eluent system). Product containing fractions were collected and evaporated in SPEEDVAC®. 13.4 mg 6-(2-(hydroxymethyl)morpholine-4-carbonyl)-3-(2-methoxyphenyl)-9H-carbazole-1-carboxamide were isolated as an off-white solid. MS (ESI) m/z 460 [M+H]. 1H NMR (CD3OD) δ ppm 8.45 (d, 1H, J=1.5), 8.27 (bs, 1H), 8.09 (d, 1H, J=1.5), 7.71 (d, 1H, J=8.6), 7.56 (dd, 1H, J=8.4, 1.7), 7.47 (dd, 1H, J=7.5, 1.7), 7.37 (dt, 1H, J˜8, ˜8, 1.7), 7.14 (d, 1H, J=8.5), 7.09 (dt, 1H, J=0.9, 7.5, 7.5), 4.05-3.90 (b, 2H), 3.86 (s, 3H), 3.70-3.55 (b, 4H), 3.5-3.0 (b, 3H).

Provenance & Evidence