Morpholine → HCID 22022387, compound

Participants

Reaction Steps

A mixture of 2-[1-(4-chloro-benzyl)-1H-indole-3-carbonyl]-3H-imidazole-4-carboxylic acid (10 mg, 0.026 mmol), 4-(dimethylamino)pyridine (DMAP) (30 mg, 0.25 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) (30 mg, 0.16 mmol) in CH2Cl2 (2 mL) was stirred at room temperature under N2 for 1 hour. Then morpholine (0.1 mL) in CH2Cl2 (2 mL) was added followed by stirring overnight at room temperature. After removal of solvent, product {2-[1-(4-Chloro-benzyl)-1H-indole-3-carbonyl]-3H-imidazol-4-yl}-morpholin-4-yl-methanone (8 mg, yield 68%) was purified by column chromatography (ethyl acetate:methanol=10:1). 1H NMR (CD3OD) δ3.7 (m, 8H), 5.58 (s, 2H), 7.3-7.45 (m, 7H), 7.80 (s, 1H), 8.42 (m, 1H), 9.05 (s, 1H) ppm; ESMS calcd (C24H21ClN4O3): 448.13; found: 449.1 (M+H)+.

Provenance & Evidence