反应详情

温度

0 °C

To a stirred solution of 4-((4-chlorophenyl)(1-methyl-6-oxo-1,6-dihydropyridin-3-ylamino)methyl)-1-(4-methoxybenzyl)-5-methyl-1H-pyrazole-3-carboxylic acid (Step 1.5) (125 mg, 0.254 mmol) in CH2Cl2 (2 mL) under Ar was added 1-chloro-N,N,2-trimethyl-1-propenylamine (0.047 mL, 0.355 mmol) at 0° C. The reaction mixture was stirred for 1 hr at 0° C., quenched with a saturated aqueous solution of NaHCO3 (75 mL), and extracted with CH2Cl2. The combined organic layers were washed with a saturated aqueous solution of NaHCO3 (100 mL), dried over Na2SO4 the solvent was and evaporated off under reduced pressure. The crude residue was purified by silica gel column chromatography (CH2Cl2/MeOH 0.5-3.5%) to afford the title product (92 mg, 0.194 mmol, 76% yield) as a greenish solid. tR: 4.32 min (HPLC 1); tR: 0.97 min (LC-MS 2); ESI-MS: 475 [M+H]+ (LC-MS 2); Rf=0.65 (CH2Cl2/MeOH 9:1).

1. customquenched with a saturated aqueous solution of NaHCO3 (75 mL)
2. extractionextracted with CH2Cl2
3. washThe combined organic layers were washed with a saturated aqueous solution of NaHCO3 (100 mL)
4. dry with materialdried over Na2SO4 the solvent
5. customevaporated off under reduced pressure
6. customThe crude residue was purified by silica gel column chromatography (CH2Cl2/MeOH 0.5-3.5%)