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

HRID 520598

反応式

HRID 520598 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b012c838402e4d64b66e3aab0f2606b9
出典データセット
uspto-grants-2016_05
特許番号
US09326987B2

関連ノート

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