反应详情

温度

25 °C

A mixture of 4-(phenylsulfinyl)benzoic acid (130 mg, 0.53 mmol), 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (100 mg, 0.6 mmol), o-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (380 mg, 1.0 mmol) and triethylamine (0.1 mL) in dichloromethane (6 mL) was stirred at 25° C. for 12 hours. After the reaction, water (10 mL) was added and the mixture was extracted with dichloromethane (10 mL×3). The combined organic phase was dried by sodium sulfate and then filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=15:1) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-4-(phenylsulfinyl)benzamide as a white solid (90 mg, 44%). LRMS (M+H+) m/z: calcd 380.12. found 380. 1H NMR (300 MHz, d6-DMSO): δ 11.46 (s, 1H), 8.47 (t, J=4.8 Hz, 1H), 7.94 (d, J=8.7 Hz, 2H), 7.78-7.71 (m, 4H), 7.54-7.50 (m, 3H), 5.84 (s, 1H), 4.28 (d, J=4.8 Hz, 2H), 2.14 (s, 3H), 2.10 (s, 3H).

1. additionwas added
2. extractionthe mixture was extracted with dichloromethane (10 mL×3)
3. dry with materialThe combined organic phase was dried by sodium sulfate
4. filtrationfiltered
5. concentrationThe filtrate was concentrated in vacuo
6. customThe residue was purified by column chromatography (silica gel, dichloromethane/methanol=15:1)