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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 527920생성일: 2026년 10월 27일

3-Bromobenzonitrile → (R)-3-(methyl(1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)amino)benzonitrile

https://huagongshe.com/reaction/527920

반응식

참여 물질

역할이름HCID투입량
반응물3-BromobenzonitrileHCID 23381—
반응물Binap, (A+-)-HCID 634876—
반응물(R)-N-methyl-1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amineHCID 66765875—
반응물sodium 2-methylpropan-2-olateHCID 178418730—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매TolueneHCID 1140—
용매Ethyl AcetateHCID 8857—
생성물(R)-3-(methyl(1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)amino)benzonitrileHCID 86692144—

반응 단계

Under N2, a mixture of (R)—N-methyl-1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine (50 mg, 0.14 mmol), 3-bromobenzonitrile (39 mg, 0.21 mmol), Pd2(dba)3 (1 mg, 0.002 mmol), BINAP (5 mg, 0.008 mmol) and t-BuONa (27 mg, 0.28 mmol) in toluene (2 mL) was stirred at reflux for 6 hour, cooled to ambient temperature, diluted with EtOAc (50 mL), washed with brine (3×10 mL), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by preparative TLC (DCM:MeOH=20:1) to give the title compound. MS (m/z): 449 (M+H)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09346810B2
출처 데이터셋uspto-grants-2016_05
ORD IDord-a87bdb4954ea49da82d9c35fb48d93cc
출처 메모uspto-grants-2016_05