反应详情

温度

25 °C

A mixture of 4-(1-phenylethyl)benzoic acid (150 mg, 0.66 mol), 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (303 mg, 0.797 mmol), triethylamine (2 mL) in dichloromethane (25 mL) was stirred at 25° C. for 0.5 hour. And then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (101 mg, 0.66 mmol) was added. After stirring at 25° C. for 12 hours, water (15 mL) was added to the reaction mixture. And the mixture was extracted with dichloromethane (10 mL×3). The combined organic phase was separated, dried by sodium sulfate and then filtered. The filtrate was concentrated to give a residue in vacuo. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=10:1) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-4-(1-phenylethyl)benzamide (100 mg, 42%). LRMS (M+H+) m/z: calcd 360.02. found 360. HPLC purity (214 nm): 99%. 1H NMR (300 MHz, d6-DMSO): δ 11.46 (s, 1H), 8.25 (t, J=4.5 Hz, 1H), 7.83 (d, J=7.2 Hz, 2H), 7.32-7.26 (m, 7H), 5.85 (s, 1H), 4.29 (d, J=4.8 Hz, 2H), 4.28-4.26 (m, 1H), 2.15 (s, 3H), 2.10 (s, 3H), 1.57 (d, J=7.2 Hz, 3H).

1. stirringAfter stirring at 25° C. for 12 hours
2. extractionAnd the mixture was extracted with dichloromethane (10 mL×3)
3. customThe combined organic phase was separated
4. dry with materialdried by sodium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated
7. customto give a residue in vacuo
8. customThe residue was purified by column chromatography (silica gel, dichloromethane/methanol=10:1)