Morpholine → HCID 9818564, compound

Participants

Reaction Steps

A mixture of 1-(3-carboxyphenyl)-5-methylbenzimidazole (50 mg, 0.19 mM), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide, HCl (76 mg, 0.39 mM), hydroxybenzotriazole (53 mg, 0.39 mM) in dimethylformamide (2 ml) was treated with triethylamine (80 μl, 0.39 mM) and morpholine (20 μl, 0.22 mM) and the reaction stirred for 18 hours at room temperature under N2. Dilution with water and extractive work up with ethyl acetate was followed by chromatography on silica gel. Yield 37 mg. 1H NMR (360 MHz, DMSO) 2.51 (3H, s), 3.47-3.73 (8H, m), 7.16 (1H, d, J=8.3 Hz), 7.41 (1H, d, J=8.3 Hz), 7.45 and 7.47 (1H, dt, J=1.4 Hz, 7.0 Hz), 7.57-7.60 (3H, m), 7.66 (1H, s) and 8.08 (1H, s). MS M+ 322.

Provenance & Evidence