反应详情

温度

100 °C

To a stirred solution of 5-(3-acetyl-2-(4-chlorophenyl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-3-chloro-1-methylpyridin-2(1H)-one (Step 57.1) (300 mg, 0.763 mmol) in AcOH (5 mL) was added methyl hydrazine (0.201 mL, 3.81 mmol) and the reaction mixture was stirred for 18 hr at 100° C. The reaction mixture was concentrated under reduced pressure, quenched with a saturated aq. NaHCO3 solution and extracted with CH2Cl2). The combined organic layers were dried over Na2SO4 and evaporated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with EtOAc. Trituration in Et2O/CH2Cl2 (9:1) afforded the title product (60 mg, 0.149 mmol, 20% yield) as white solid. tR: 4.05 min (HPLC 1); tR: 0.95 min (LC-MS 2); ESI-MS: 403/405 [M+H]+ (LC-MS 2); Rf=0.24 (EtOAc); 1H NMR (400 MHz, DMSO-d6) δ ppm 1.89 (s, 3H) 3.41 (s, 3H) 3.89 (s, 3H) 6.07 (s, 1H) 7.26 (d, J=8.2 Hz, 2H) 7.35 (d, J=8.2 Hz, 2H) 7.86 (d, J=2.0 Hz, 1H) 7.90 (d, J=2.3 Hz, 1H).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customquenched with a saturated aq. NaHCO3 solution
3. extractionextracted with CH2Cl2)
4. dry with materialThe combined organic layers were dried over Na2SO4
5. customevaporated under reduced pressure
6. customThe crude product was purified by silica gel column chromatography
7. washeluting with EtOAc