Triethylamine → Ethyl 3-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)sulfonyl]-5-iodo-1-(phenylsulfonyl)-1H-indole-2-carboxylate

HRID 1676999노트

반응식

HRID 1676999 반응식
[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:13])=[O:12])[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:5]2[S:25](Cl)(=[O:27])=[O:26].[C:29]([NH:36][CH2:37][CH2:38][NH2:39])([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30].C(N(CC)CC)C>ClCCl.CCOC(C)=O>[C:32]([O:31][C:29]([NH:36][CH2:37][CH2:38][NH:39][S:25]([C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([I:1])[CH:3]=2)[N:7]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])[C:6]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:27])=[O:26])=[O:30])([CH3:35])([CH3:34])[CH3:33]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 187201N-BOC-ethylenediamineHCID 86601816ethyl 5-iodo-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate

생성물 1

HCID 67375255Ethyl 3-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)sulfonyl]-5-iodo-1-(phenylsulfonyl)-1H-indole-2-carboxylate

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

The product from Example 4 Step C (235 mg) was combined with Boc-ethylenediamine (74 μL) and triethylamine (178 μL) in 3 mL of dichloromethane and stirred at room temperature for 1 hour. The reaction was diluted with EtOAc and washed with saturated NaHCO3 and brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using EtOAc/hexane as mobile phase to give the titled compound. ESI+ MS: 678 [M+H]+.

후처리

  1. washwashed with saturated NaHCO3 and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-a40fc2bbbe1b484e9d67af870a9a8e4f
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008295B2

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