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

HRID 619719노트

반응식

HRID 619719 반응식
[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

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 21846995HCID 21846995, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-fe7d96626de2409792c31fcfa65077d4
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05959107

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