反应详情

To a solution of N-(5-(diphenylmethyleneamino)-2-methylpyridin-3-yl)methanesulfonamide (0.430 g, 1.177 mmol) in THF (10 mL) was added hydrochloric acid (JT Baker) (1.765 mL, 1.765 mmol) (1N). The reaction was stirred at rt in closed system for min. The reaction mixture was partitioned between EtOAc and sat. NaHCO3. The aqueous layer was extracted with EtOAc (2×10 mL). The combined organic layer were dried over MgSO4 and concentrated. The crude product was purified by column chromatography (40 g, 5% to 10% MeOH in DCM) to afford the desired product as a brown solid (70.0 mg). MS (ESI pos. ion) m/z: 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 2.42 (s, 3H) 3.03 (s, 3H) 3.70 (br. s., 2H) 6.15 (br. s., 1H) 7.20 (d, J=2.34 Hz, 1H) 7.87 (d, J=2.34 Hz, 1H).

1. customThe reaction mixture was partitioned between EtOAc and sat. NaHCO3
2. extractionThe aqueous layer was extracted with EtOAc (2×10 mL)
3. dry with materialThe combined organic layer were dried over MgSO4
4. concentrationconcentrated
5. customThe crude product was purified by column chromatography (40 g, 5% to 10% MeOH in DCM)