1-Methyl-1H-imidazole-2-sulfonyl chloride → ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-2-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate

HRID 82884노트

반응식

HRID 82884 반응식
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH:10]([NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25])[CH:11]2[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:7][CH:6]=1.[CH3:27][N:28]1[CH:32]=[CH:31][N:30]=[C:29]1[S:33](Cl)(=[O:35])=[O:34]>ClCCl.CN(C)C1C=CN=CC=1>[CH2:14]([CH:11]1[C:12]2[C:8](=[CH:7][CH:6]=[C:5]([O:4][CH2:3][CH2:2][NH:1][S:33]([C:29]3[N:28]([CH3:27])[CH:32]=[CH:31][N:30]=3)(=[O:35])=[O:34])[CH:13]=2)[CH2:9][CH:10]1[NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

5

반응물 2

HCID 116583831-Methyl-1H-imidazole-2-sulfonyl chlorideHCID 66740622Ethyl 6-(2-aminoethoxy)-1-benzyl-2,3-dihydro-1H-inden-2-ylcarbamate

생성물 1

HCID 66740359ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-2-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of ethyl 6-(2-aminoethoxy)-1-benzyl-2,3-dihydro-1H-inden-2-ylcarbamate (44.7 mg, 0.126 mmol; see example 193.8) in dry dichloromethane (2 ml) was added 4-dimethylaminopyridine (18.49 mg, 0.151 mmol) followed by 1-methyl-1H-imidazole-2-sulfonyl chloride (22.78 mg, 0.126 mmol). The reaction mixture was stirred at room temperature for 1 h. Added dichloromethane and washed twice with 1N hydrochloric acid. The collected organic layers were washed with water, sodium bicarbonate and brine, dried, filtered and evaporated to obtain ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-2-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate as a white foam. m=60 mg (95%)

후처리

  1. washAdded dichloromethane and washed twice with 1N hydrochloric acid
  2. washThe collected organic layers were washed with water, sodium bicarbonate and brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-d9aa4c388f354fb39189d966926836bd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846743B2

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