反应详情

To a solution of 6-[2-(butan-2-yl)-6-chloro-5-methoxyindol-1-ylmethyl]pyridine-2-carboxylic acid (68 mg) in dichloromethane (1.8 mL) were successively added methanesulfonamide (19 mg), 4-dimethylaminopyridine (49 mg), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (77 mg). This mixture was stirred for 62 hours at room temperature. To the reaction mixture was added 1 mol/L hydrochloric acid, followed by extraction with dichloromethane. The organic layer was washed with 1 mol/L hydrochloric acid and saturated brine successively, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-methanol) to obtain the title compound (62 mg). 1H-NMR (DMSO-d6) δ ppm: 0.79 (3H, t, J=7.3 Hz), 1.19 (3H, d, J=6.9 Hz), 1.45-1.75 (2H, m), 2.80-2.95 (1H, m), 3.34 (3H, s), 3.83 (3H, s), 5.58 (2H, s), 6.32 (1H, s), 6.65-6.80 (1H, m), 7.20 (1H, s), 7.53 (1H, s), 7.85-7.95 (2H, m), 11.41 (1H, br s). ESI-MS (m/z): 450, 452 (M+H)+

1. extractionfollowed by extraction with dichloromethane
2. washThe organic layer was washed with 1 mol/L hydrochloric acid and saturated brine successively
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-methanol)