4-Nitrobenzenesulfonyl chloride → 4-Bromo-1-[(4-nitrophenyl)sulfonyl]-1H-indole-6-carbonitrile

HRID 520598

반응식

HRID 520598 반응식
[Br:1][C:2]1[CH:10]=[C:9]([C:11]#[N:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.CCN(P1(N(C)CCCN1C)=NC(C)(C)C)CC.[N+:31]([C:34]1[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=1)([O-:33])=[O:32]>CN(C)C=O>[Br:1][C:2]1[CH:10]=[C:9]([C:11]#[N:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[S:40]([C:37]1[CH:36]=[CH:35][C:34]([N+:31]([O-:33])=[O:32])=[CH:39][CH:38]=1)(=[O:41])=[O:42]

참가 물질

5

반응물 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 35138512-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineHCID 247288834-bromo-1H-indole-6-carbonitrile

생성물 1

HCID 666922724-Bromo-1-[(4-nitrophenyl)sulfonyl]-1H-indole-6-carbonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Bromo-1H-indole-6-carbonitrile (207 mg), PS-BEMP (900 mg) and 4-nitrobenzenesulfonyl chloride (380 mg) were weighed to a round bottom flask, then N,N-Dimethylformamide (4 ml) was added and the reaction was stirred at RT. The reaction was filtered and washed with DMF. The DMF was evaporated and the residue was dissolved in DCM:methanol and passed through a 5 g SAX cartridge (preconditioned with methanol) washing with DCM:methanol. The residue was evaporated to afford the title compound, 360 mg as a pale orange solid.

후처리

  1. filtrationThe reaction was filtered
  2. washwashed with DMF
  3. customThe DMF was evaporated
  4. dissolutionthe residue was dissolved in DCM
  5. washwashing with DCM
  6. customThe residue was evaporated

출처 및 근거

ORD 기록
ord-b012c838402e4d64b66e3aab0f2606b9
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09326987B2

연결된 노트

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