4-Fluorobenzenesulfonyl chloride → HCID 10270693, 화합물

HRID 1006425노트

반응식

HRID 1006425 반응식
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

참가 물질

7

반응물 2

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

생성물 1

HCID 10270693HCID 10270693, 화합물수율 70.5%

시약·촉매·용매 4

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 1140Toluene용매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-46bf51519d04499c8a79d97b61e5abe5
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790848B2

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