N-(1,1-Dimethylethyl)-1,3-propanediamine → N-[3-[(1,1-Dimethylethyl)amino]propyl]-4,5-diphenyl-1H-imidazole-1-acetamide

HRID 1088295

반응식

HRID 1088295 반응식
[C:1]1([C:7]2[N:8]=[CH:9][N:10]([CH2:18][C:19]([O:21]CC)=O)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24]([NH:28][CH2:29][CH2:30][CH2:31][NH2:32])([CH3:27])([CH3:26])[CH3:25].[H-].[H-].[H-].[H-].[Li+].[Al+3].C(NCCC#N)(C)(C)C>C1COCC1.C(Cl)Cl.O>[CH3:25][C:24]([NH:28][CH2:29][CH2:30][CH2:31][NH:32][C:19](=[O:21])[CH2:18][N:10]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[CH:9]1)([CH3:27])[CH3:26]

참가 물질

8

반응물 4

HCID 40274N-(1,1-Dimethylethyl)-1,3-propanediamineHCID 27572463-(tert-BUTYLAMINO)PROPIONITRILEHCID 14820171Ethyl 4,5-diphenyl-1H-imidazole-1-acetateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 14820174N-[3-[(1,1-Dimethylethyl)amino]propyl]-4,5-diphenyl-1H-imidazole-1-acetamide수율 50.1%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
100 °C

실험 절차

A mixture of 7.0 g (23 mmol) of ethyl 4,5-diphenyl-1H-imidazole-1-acetate of example 1 and 4.5 g (34.6 mmol) of 3-(t-butylamino)propylamine, conveniently made by LAH reduction of 3-(t-butylamino)propionitrile in THF, was heated at 100° C. for 8 hr. The residue was distributed between water and methylene chloride, and the methylene chloride layer was dried over MgSO4 and stripped. The residue was recrystallized from ether and then cyclohexane to yield 4.5 g of product, mp 94°-96° C.

후처리

  1. dry with materialthe methylene chloride layer was dried over MgSO4
  2. customThe residue was recrystallized from ether

출처 및 근거

ORD 기록
ord-c994c8e965704442a0afefbd84abbe5a
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04962120

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