Acetic Acid → 5-[4-(Pyrrole-1-yl)phenylsulfonyl]isoquinoline

HRID 619719ノート

反応式

HRID 619719 の反応式
[CH:1]1[C:10]2[C:5](=[C:6]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.CO[CH:23]1[CH2:27][CH2:26][CH:25](OC)O1.C(O)(=O)C>O>[N:18]1([C:17]2[CH:19]=[CH:20][C:14]([S:11]([C:6]3[CH:7]=[CH:8][CH:9]=[C:10]4[C:5]=3[CH:4]=[CH:3][N:2]=[CH:1]4)(=[O:13])=[O:12])=[CH:15][CH:16]=2)[CH:23]=[CH:27][CH:26]=[CH:25]1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 21846995HCID 21846995、化合物

生成物 1

HCID 154356875-[4-(Pyrrole-1-yl)phenylsulfonyl]isoquinoline収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture solution of 4-(5-isoquinolylsulfonyl)aniline 300 mg (1.1 mmol), 2,5-dimethoxytetrahydrofuran 160 mg (1.2 mmol) and acetic acid 2 ml was heated and refluxed for 1 hour. Water was added to the reaction solution, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystalized from ethyl acetate-hexane to give 5-[4-(pyrrole-1-yl)phenylsulfonyl]isoquinoline 280 mg (83.0%).

後処理

  1. temperaturerefluxed for 1 hour
  2. extractionthe solution was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was recrystalized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-fe7d96626de2409792c31fcfa65077d4
出典データセット
uspto-grants-1999_09
特許番号
US05959107

反応ノート

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