4-Fluorobenzenesulfonyl chloride → HCID 10270693、化合物

HRID 1006425ノート

反応式

HRID 1006425 の反応式
Cl.Cl.[CH3:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH:12]=[CH:13][NH:14]3)[CH2:6][CH2:5]1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.[OH-].[Na+].C1(C)C=CC=CC=1.O>[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([N:14]2[C:15]3[C:11](=[C:10]([N:7]4[CH2:6][CH2:5][N:4]([CH3:3])[CH2:9][CH2:8]4)[CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:13]2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

参加物

7

反応物 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 226712684-(4-methyl-piperazin-1-yl)-1H-indole dihydrochloride

生成物 1

HCID 10270693HCID 10270693、化合物収率 70.5%

試薬・触媒・溶媒 4

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 962Water溶媒HCID 1140Toluene溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of 0.2 g (0.79 mmole) 4-(4-methyl-piperazin-1-yl)-1H-indole dihydrochloride, 0.2 g (1.03 mmole) 4-fluorobenzenesulfonyl chloride and 0.025 g tetrabutylammonium hydrogen sulfate in 5 mL 4M sodium hydroxide and 15 mL toluene was stirred at room temperature for 24 hrs. The mixture was diluted with 10 mL water and extracted with 25 mL ethyl acetate. The organic phase was washed with 5 mL water, 5 mL saturated sodium chloride, dried (magnesium sulfate) and concentrated under reduced pressure. The hydrochloride salt was recrystallized from ethyl acetate/ether to provide 0.208 g of 1-(4-fluoro-benzenesulfonyl)-4-(4-methyl-piperazin-1-yl)-1H-indole (32), m.p. 151-152° C.

後処理

  1. extractionextracted with 25 mL ethyl acetate
  2. washThe organic phase was washed with 5 mL water, 5 mL saturated sodium chloride
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated under reduced pressure
  5. customThe hydrochloride salt was recrystallized from ethyl acetate/ether

出典と根拠

ORDレコード
ord-46bf51519d04499c8a79d97b61e5abe5
出典データセット
uspto-grants-2004_09
特許番号
US06790848B2

反応ノート

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