5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile → N-[2-[(3R)-3-aminopyrrolidin-1-yl]-5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]phenyl]acetamide

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5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (300 mg, 1.28 mmol), (R)-tert-butyl 1-(2-acetamido-4-aminophenyl)pyrrolidin-3-ylcarbamate (429 mg, 1.28 mmol), CESIUM CARBONATE (837 mg, 2.57 mmol) and di-tert- butyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (54.5 mg, 0.13 mmol) were added into NMP (6 mL) in a 50mL round bottle. Pd2dba3 (58.8 mg, 0.06 mmol) was added to the solution. The solution was purged by nitrogen, then heated at 105°C overnight. Crude product was separarted between water and ethyl acetate. The organic layer was concentrated under reduced pressure. The crude product was purified on the ISCO(17g silica column, EA/hex 0-75%). Then the intermediate was put in 1N HCl in ether(5mL),. The solution was stirred at rt for2hrs. Crude product was purified on Gilson(0.1%TFA CH3CN/water 2-35%), 124.8mg final product was obtained as white solid

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