1-Hydroxybenzotriazole → HCID 178425173, compound

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Reaction Steps

A mixture solution of 6-(1-phenoxyethyl)pyridazine-3-carboxylic acid (60 mg, 0.2 mmol), 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (37 mg, 0.2 mmol), 1-Hydroxybenzotriazole (30 mg, 0.2 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (40 mg, 0.2 mmol) and triethylamine (0.1 mL) in dichloromethane (50 mL) was stirred at room temperature for 18 hours. The mixture solution was diluting with ethyl acetate (50 mL), washed with water (20 mL). The organic layer was concentrated, the residue was purified by column chromatography (silica-gel, dichloromethane/methanol=30:1) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-6-(1-phenoxyethyl)pyridazine-3-carboxamide as a yellow solid (60 mg, 64%). LRMS (M+H+) m/z: calcd 379.17. found 379. HPLC Purity (214 nm): 95%. 1H NMR (300 MHz, CDCl3): δ 9.06 (s, 1H), 8.20 (d, J=9 Hz, 1H), 7.73 (d, J=9 Hz, 1H), 7.15-7.25 (m, 2H), 6.82-6.91 (m, 3H), 5.96 (s, 1H), 5.76-5.78 (m, 1H), 4.63 (d, J=6 Hz, 2H), 2.36 (s, 6H), 1.70 (d, J=6 Hz, 3H).

Provenance & Evidence