反应详情

A solution of 4-(phenylsulfonyl)benzoic acid (80 mg, 0.3 mmol) in dichloromethane (15 mL) was added 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (171 mg, 0.45 mmol) and triethylamine (61 mg, 0.6 mmol), stirred for 30 minutes. Then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (50 mg, 0.3 mmol) was added and the mixture was stirred at room temperature for 12 hours. The mixture was washed with water (10 mL), dried over sodium sulfate, filtered and concentrated to give a residue. The residue was purified by prep-TLC (silica gel, dichloromethane/methanol=20:1) to give N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)-4-(phenylsulfonyl)benzamide as a light yellow solid (108 mg, 90.7%). LRMS (M+H+) m/z: calcd 396.11. found 396. HPLC purity (214 nm): 99%. 1H NMR (300 MHz, d6-DMSO): δ 11.50 (s, 1H), 8.63 (t, J=4.8 Hz, 1H), 8.03-7.98 (m, 6H), 7.76-7.63 (m, 3H), 5.88 (s, 1H), 4.31 (d, J=4.8 Hz, 2H), 2.17 (s, 3H), 2.13 (s, 3H).

1. stirringthe mixture was stirred at room temperature for 12 hours
2. washThe mixture was washed with water (10 mL)
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customto give a residue
7. customThe residue was purified by prep-TLC (silica gel, dichloromethane/methanol=20:1)