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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 742생성일: 2026년 10월 23일

N-(5-amino-4-fluoro-2-methylphenyl)acetamide → N-[5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-4-fluoro-2-methylphenyl]acetamide

https://huagongshe.com/ko/reaction/742

반응식

참여 물질

역할이름HCID투입량
반응물N-(5-amino-4-fluoro-2-methylphenyl)acetamideHCID 89099132—
반응물5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 89827173—
시약Cesium carbonateHCID 10796—
촉매1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매DimethylacetamideHCID 31374—
생성물N-[5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]-4-fluoro-2-methylphenyl]acetamideHCID 7216392616.17%

반응 조건

온도150 °C

반응 단계

in microwave tube was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (80 mg, 0.34 mmol), N-(5-amino-4-fluoro-2-methylphenyl)acetamide (62.4 mg, 0.34 mmol), and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (19.81 mg, 0.03 mmol) in DMA (0.5 mL).Pd2(dba)3 (15.68 mg, 0.02 mmol) and cesium carbonate (223 mg, 0.68 mmol) were added. degassed, filled with N2.capped. then microwave 150C for 30 min. the organic solvent was removed. The black residue was tried to purifed by ISCO. impurity and prod came out together too quickly. concentrated to give offwhite solid. LCMS showed about 10% impurity. The solid was washed with hot EtOAc(1mL) to give about 21mg white solid. LCMS and NMR are OK, see attachment. low yield was due to hot EtOAc wash, lost some prod.

출처 및 근거

출처 데이터셋750 AstraZeneca ELN dataset
ORD IDord-edbe9e3659f844c9af0347af857ae822
출처 메모750 AstraZeneca ELN dataset