Triethylamine → HCID 178425196、化合物

関与物質

反応手順

A mixture of methyl 4-(phenoxymethyl)benzoic acid (420 mg, 1.84 mmol), 1-hydroxybenzotriazole (373 mg, 2.75 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (530 mg, 2.75 mmol), triethylamine (0.8 mL, 5.7 mmol) were dissolved in dichloromethane (20 mL). The mixture was stirred at room temperature for 0.5 hour. Then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (280 mg, 1.84 mmol) was added to the solution. The mixture was stirred at room temperature for 12 hours. To the resultant mixture, water (10 mL) was added and then extracted with dichloromethane (10 mL×3). The combined organic phase was separated, dried over sodium sulfate, filtered. The filtrate was concentrated in vacuo to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=1:4) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-4-(phenoxymethyl)benzamide (Compound I-11) as a white solid (300 mg, 45%). LRMS (M+H+) m/z: calcd 362.16. found 362. HPLC purity (214 nm): 98%. 1H NMR (300 MHz, d6-DMSO): δ 11.49 (s, 1H), 8.37 (t, J=5.1 Hz, 1H), 7.87 (d, J=8.4 Hz, 2H), 7.51 (d, J=8.4 Hz, 2H), 7.31 (t, J=7.8 Hz, 2H), 7.04-6.96 (m, 3H), 5.88 (s, 1H), 5.17 (s, 2H), 4.32 (d, J=5.1 Hz, 2H), 2.20 (s, 3H), 2.14 (s, 3H).

情報源と証拠