Triethylamine → HCID 178425201, compound

Participants

Reaction Conditions

Reaction Steps

4-(4-cyanophenoxy)benzoic acid (45 mg, 0.19 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (47 mg, 0.25 mmol), 1-Hydroxybenzotriazole (33 mg, 0.25 mmol), triethylamine (00.1 mL) in dichloromethane (5 mL) were stirred at 25° C. for 0.5 hour. Then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (50 mg, 0.33 mmol) was added to the above mixture. The mixture was stirred at 25° C. overnight and purified by column chromatography (silica gel, dichloromethane/methanol=12:1) to give 3-(4-cyanophenoxy)-N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)benzamide as a white solid (17 mg, 25%). LRMS (M+H+) m/z: 373.14. found 373. HPLC Purity (214 nm): 94%. 1H NMR (300 MHz, DMSO): δ 11.47 (s, 1H), 8.38 (s, 1H), 7.94-7.84 (m, 4H), 7.17-7.13 (m, 4H), 5.85 (s, 1H), 4.29 (d, J=4.5 Hz, 2H), 2.17-2.09 (m, 6H).

Provenance & Evidence