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[1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone → [1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone

HRID 555298
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인쇄 미리보기

반응식

HRID 555298 반응식
[N:1]([CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([N:17]3[CH:26]4[CH:21]([CH2:22][CH2:23][CH2:24][CH2:25]4)[CH2:20][CH2:19][CH2:18]3)=[O:16])=[CH:14][C:9]=2[N:8]=[CH:7]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([N:17]3[CH:26]4[CH:21]([CH2:22][CH2:23][CH2:24][CH2:25]4)[CH2:20][CH2:19][CH2:18]3)=[O:16])=[CH:14][C:9]=2[N:8]=[CH:7]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 86630061[1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone

생성물 1

HCID 66987299[1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone수율 90.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of [1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone (1.8 g, 0.0051 mol) in methanol (10 mL) was added 10% Pd/C (0.2 g). The reaction mixture was hydrogenated at 3 kg pressure for 2 h. The catalyst was filtered over celite and the filtrate was concentrated to give [1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(octahydroquinolin-1-yl)methanone (1.5 g, 90%).

후처리

  1. filtrationThe catalyst was filtered over celite
  2. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-4aa1b2c2b7594a91a66c6fbfb5f79fb7
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08053431B2

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