تفاعل #974973

معادلة التفاعل

methyl 5-bromo-6-chloro-2-methyl-2H-indazole-4-carboxylate

triphenylphosphine

potassium carbonate

methyl acrylate

→

title compound

المردود 80.2%

methyl 6-chloro-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2-methyl-2H-indazole-4-carboxylate

المردود 80.2%

المذيبات

ethyl acetate

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water and saturated brine
2. 2
   تجفيفdried over anhydrous sodium sulfate
3. 3
   أخرىThe solvent was evaporated under reduced pressure
4. 4
   أخرىthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→60/40)

الإجراء التجريبي

A suspension of methyl 5-bromo-6-chloro-2-methyl-2H-indazole-4-carboxylate (330 mg, 1.09 mmol), palladium acetate (24.5 mg, 0.109 mmol), triphenylphosphine (57.2 mg, 0.218 mmol), potassium carbonate (226 g, 1.64 mmol) and methyl acrylate (147 μL, 1.64 mmol) in N,N-dimethylformamide (11 mL) was stirred with heating at 100° C. for 1 hr. The reaction solution was diluted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→60/40) to give the title compound (270 mg, yield 80%).

المصدر