4-Morpholinecarbonyl chloride → HCID 59375076, compound

Participants

Reaction Steps

Morpholine-4-carbonyl chloride (11.29 mg, 0.075 mmol) was added to a solution of 4-(2-fluorophenyl)-7-hydroxy-9H-carbazole-1-carboxamide (Example 40-1, 18.6 mg, 0.058 mmol) in pyridine (1 mL). After 22 h at rt, additional morpholine-4-carbonyl chloride (11.29 mg, 0.075 mmol) was added. After 15 h, the mixture was diluted with EtOAc (30 mL), washed with water (10 mL) and brine (5 mL), and dried and concentrated. The residue was purified by preparative HPLC to provide 8-carbamoyl-5-(2-fluorophenyl)-9H-carbazol-2-yl morpholine-4-carboxylate as a white solid (7.9 mg, 27%). 1H NMR (400 MHz, chloroform-d) δ 9.94 (1 H, br. s.), 7.41-7.65 (3 H, m), 7.33 (2 H, t, J=8.14 Hz), 7.20 (1 H, d, J=8.58 Hz), 6.92-7.15 (4 H, m), 6.73 (1 H, dd, J=8.58, 1.98 Hz), 3.80 (4 H, t, J=4.62 Hz), 3.67-3.76 (2 H, m), 3.62 (2H, br. s.). Mass spectrum m/z 434.0 (M+H)+.

Provenance & Evidence