Piperazine → 5-Fluoro-1-(4-piperazin-1-yl-benzenesulfonyl)-1H-indole

HRID 1793869

反応式

HRID 1793869 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([F:20])=[CH:17][CH:18]=3)[CH:13]=[CH:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>CS(C)=O.O>[F:20][C:16]1[CH:15]=[C:14]2[C:19](=[CH:18][CH:17]=1)[N:11]([S:8]([C:5]1[CH:6]=[CH:7][C:2]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH:12]=[CH:13]2

参加物

5

反応物 2

HCID 4837PiperazineHCID 222201261-(4-Chlorobenzenesulfonyl)-5-fluoro-1H-indole

生成物 1

HCID 99985735-Fluoro-1-(4-piperazin-1-yl-benzenesulfonyl)-1H-indole収率 48.9%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

A solution of 1-(4-Chlorobenzenesulfonyl)-5-fluoro-1H-indole (0.210 g, 0.7 mmole) and anhydrous piperazine (0.3 g, 3.4 mmole) in dimethylsulfoxide (3.0 mL) was heated at 100° in a sealed tube for 16 h. The reaction mixture was diluted with 15 mL water and extracted with 20 mL ethyl acetate. The organic phase was washed with three 10 mL portions of water, 10 mL saturated sodium chloride, dried (magnesium sulfate), and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/hexane to provide the 5-Fluoro-1-(4-piperazin-1-yl-benzenesulfonyl)-1H-indole (0.123 g), m.p. 77–78°.

後処理

  1. extractionextracted with 20 mL ethyl acetate
  2. washThe organic phase was washed with three 10 mL portions of water, 10 mL saturated sodium chloride
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was recrystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-149316315f5344be8e5c9550c7eb59e8
出典データセット
uspto-grants-2006_04
特許番号
US07022708B2

関連ノート

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