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Bromoacetonitrile → [5-(4-Cyclopentyl-piperazine-1-carbonyl)-2-(4,4-difluoro-piperidine-1-carbonyl)-indol-1-yl]-acetonitrile

HRID 1820385
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HRID 1820385 반응식
[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[NH:19][C:18]([C:23]([N:25]3[CH2:30][CH2:29][C:28]([F:32])([F:31])[CH2:27][CH2:26]3)=[O:24])=[CH:17]4)=[O:13])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Br[CH2:36][C:37]#[N:38]>CN(C)C=O>[CH:1]1([N:6]2[CH2:7][CH2:8][N:9]([C:12]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[N:19]([CH2:36][C:37]#[N:38])[C:18]([C:23]([N:25]3[CH2:26][CH2:27][C:28]([F:31])([F:32])[CH2:29][CH2:30]3)=[O:24])=[CH:17]4)=[O:13])[CH2:10][CH2:11]2)[CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 11534BromoacetonitrileHCID 24758Sodium hydrideHCID 68681312[5-(4-Cyclopentyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone

생성물 1

HCID 68681916[5-(4-Cyclopentyl-piperazine-1-carbonyl)-2-(4,4-difluoro-piperidine-1-carbonyl)-indol-1-yl]-acetonitrile수율 42%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

The title compound was synthesized in analogy to example 51, from [5-(4-cyclopentyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone (example 8), sodium hydride and bromoacetonitrile in N,N-dimethylformamide, to give the desired product as a light brown foam (42%).

출처 및 근거

ORD 기록
ord-c0f3f756e4214396957bcf3ea44eebbb
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601711B2

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