Methyl Acrylate → HCID 86702544, compound

Participants

Reaction Conditions

Reaction Steps

200 mg (0.351 mmol) {1-[4-(7-Bromo-3-phenylpyrimido[1,2-b]indazol-2-yl)phenyl]-cyclobutyl}carbamic acid tert-butyl ester (intermediate example Int-2-1), 60.5 mg (0.7 mmol) acrylic acid methyl ester, 18.2 mg (0.06 mmol) tri-2-tolylphosphane and 7.9 mg (0.035 mmol) palladium(II) acetate were given in 2.47 mL degassed acetonitrile. After addition of 40.5 mg (0.4 mmol) triethylamine the reaction mixture was stirred in the microwave for one hour at 110° C. Due to an incomplete reaction additional acrylic acid methyl ester (30 mg) and catalyst (4 mg) were added and stirring was continued for two hours at 110° C. The reaction mixture was poured on a mixture of water (10 mL), saturated ammonium chloride (60 mL) and dichloromethane (150 mL). After vigorous stirring the organic phase was separated and the water phase was reextracted with dichloromethane (50 mL). The combined organic extracts were washed with brine and dried (sodium sulfate). After removal of the solvent the crude product (275 mg, >100%) was used in the next step without further purification.

Provenance & Evidence