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N-bromobutanimide → 4-(7-Bromo-2-(4-cyanophenylamino)-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile

HRID 1805885
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HRID 1805885 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[C:12]([O:20][C:21]3[C:28]([CH3:29])=[CH:27][C:24]([C:25]#[N:26])=[CH:23][C:22]=3[CH3:30])[C:13]3[N:18]([CH3:19])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:5][CH:4]=1)#[N:2].C1C(=O)N([Br:38])C(=O)C1>C(Cl)Cl>[Br:38][C:16]1[C:14]2[N:15]=[C:10]([NH:9][C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[N:11]=[C:12]([O:20][C:21]3[C:22]([CH3:30])=[CH:23][C:24]([C:25]#[N:26])=[CH:27][C:28]=3[CH3:29])[C:13]=2[N:18]([CH3:19])[CH:17]=1
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참가 물질

4

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HCID 67184N-bromobutanimideHCID 576936494-(2-(4-Cyanophenylamino)-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile

생성물 1

HCID 576935614-(7-Bromo-2-(4-cyanophenylamino)-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile수율 57%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-(2-(4-cyanophenylamino)-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile (58 mg, 0.15 mmol) in CH2Cl2 (8 mL) was added NBS (29 mg, 0.16 mmol) and the resultant mixture was refluxed for 16 h. After completion of the reaction, the solvent was concentrated and purified by preparative TLC, eluting with hexanes:ethyl acetate (2:1), to give the product as a yellow solid (40 mg, 57%).

후처리

  1. customAfter completion of the reaction
  2. concentrationthe solvent was concentrated
  3. custompurified by preparative TLC
  4. washeluting with hexanes:ethyl acetate (2:1)

출처 및 근거

ORD 기록
ord-7fcd40dbfcaf4800b472382d9a734d9a
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354532B2

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