Water → 1-(phenylsulfonyl)-3-(2-piperazinyl)-1H-indole

HRID 248495노트

반응식

HRID 248495 반응식
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH:5]=1)(=O)[CH3:2].[CH2:22]([NH2:25])[CH2:23][NH2:24].[BH4-].[Na+].O>C(O)C.O1CCOCC1.CCOCC>[C:16]1([S:13]([N:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]([CH:1]3[CH2:2][NH:25][CH2:22][CH2:23][NH:24]3)=[CH:5]2)(=[O:15])=[O:14])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 3301EthylenediamineHCID 8485351H-Indole, 3-acetyl-1-(phenylsulfonyl)-HCID 4311764Sodium borohydride

생성물 1

HCID 197635511-(phenylsulfonyl)-3-(2-piperazinyl)-1H-indole수율 25.4%

시약·촉매·용매 3

HCID 702Ethanol용매2회HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매

실험 절차

The 19.1 g of the above indole derivative in 500 ml of ethanol and 200 ml of dioxane was stirred and cocled to 0°-5° C. under argon. A solution of 3.46 g of ethylenediamine in 100 ml of ethanol was added dropwise. The temperature was maintained at 0°-5° C. until solution was complete, then the mixture was stirred at room temperature for 3.5 hours, recooled to 0°-5° C. and 4.37 g of sodium borohydride added. This mixture was stirred for 18 hours, water was added and the mixture evaporated to dryness in vacuo. The residue was dissolved in dichloromethane, washed with water, dried, filtered and evaporated giving an oil, which solidified. The solid was dissolved in cold ether, filtered and concentrated in vacuo at 40° C. The solid was collected, washed with cold ether and dried, giving 5 g of 1-(phenylsulfonyl)-3-(2-piperazinyl)-1H-indole.

후처리

  1. temperatureThe temperature was maintained at 0°-5° C. until solution
  2. customrecooled to 0°-5° C.
  3. stirringThis mixture was stirred for 18 hours
  4. customthe mixture evaporated to dryness in vacuo
  5. dissolutionThe residue was dissolved in dichloromethane
  6. washwashed with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customgiving an oil, which
  11. filtrationfiltered
  12. concentrationconcentrated in vacuo at 40° C
  13. customThe solid was collected
  14. washwashed with cold ether
  15. customdried

출처 및 근거

ORD 기록
ord-a83cb6f449504a9b973e3efe9f6a95e1
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210193

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