Piperazine → N-benzyl-5-(1-piperazinyl)indole

HRID 583602

반응식

HRID 583602 반응식
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13](Br)=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>CC1C=CC=CC=1C>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 2857561-Benzyl-5-Bromo-1H-Indole

생성물 1

HCID 22096546N-benzyl-5-(1-piperazinyl)indole수율 89%

시약·촉매·용매 1

HCID 7237O-Xylene용매

반응 조건

온도
110 °C

실험 절차

A flask was charged with 75 ml of o-xylene, 6.21 g of N-benzyl-5-bromoindole, 11.2 g of piperazine and 2.85 g of NaOBut. The flask was flushed with nitrogen for 10 minutes, and then, 6.0 mg of palladium acetate (the ratio of palladium atom/N-benzyl-5-bromoindole=0.10% by mole) and 0.07 ml of a solution in toluene of tri-tert.-butylphosphine having a concentration of 0.25 g/ml were added into the flask. Then the content was heated to 110° C. and maintained at that temperature for 3 hours. Extraction, drying and concentration were conducted, and finally recrystallization was conducted from toluene to give N-benzyl-5-(1-piperazinyl)indole. The yield was 89% by mole on the basis of N-benzyl-5-bromoindole.

후처리

  1. customThe flask was flushed with nitrogen for 10 minutes
  2. addition6.0 mg of palladium acetate (the ratio of palladium atom/N-benzyl-5-bromoindole=0.10% by mole) and 0.07 ml of a solution in toluene of tri-tert.-butylphosphine having a concentration of 0.25 g/ml were added into the flask
  3. temperaturemaintained at that temperature for 3 hours
  4. extractionExtraction
  5. customdrying
  6. concentrationconcentration
  7. customfinally recrystallization

출처 및 근거

ORD 기록
ord-21ba00057ca044018dbf82745cd2af83
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05929281

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