1,2-Dimethoxyethane → 4-[(1H-Indol-3-yl)methyl]piperazin-1-amine

HRID 1973403노트

반응식

HRID 1973403 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].COCCOC.[N:13]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24][CH:23]=2)[CH2:17][CH2:16]1)=O>O>[NH2:13][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24][CH:23]=2)[CH2:17][CH2:16]1

참가 물질

5

반응물 3

HCID 80711,2-Dimethoxyethane2회HCID 12392199HCID 12392199, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 123922044-[(1H-Indol-3-yl)methyl]piperazin-1-amine

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
0 °C

실험 절차

To a stirred mixture of 10.5 g of lithium aluminum hydride in 100 ml. of 1,2-dimethoxyethane is added slowly 38 g (0.16 mol) of 3-(4-nitrosopiperazin-1-yl) methylindole while maintaining the temperature below 35° C. After total addition of the material, the mixture is refluxed for four hours. The reaction mixture is cooled to 0° C. and a solution of 50 ml. of water and 50 ml. of 1,2-dimethoxyethane is added slowly maintaining the temperature below 20° C. and an additional 50 ml. of water is added. The mixture is filtered and the solvent is removed from the filtrate. The residual solid is recrystallized from ethanol and water (2:1) to produce pure flakes of 3-(4-aminopiperazin-1-yl) methylindole, m.p. 147°-149° C. Analysis: Calculated for C13H18N4 :67.80% C; 7.88% H; 24.33% N Found: 67.69% C; 7.94% H; 24.28% N.

후처리

  1. temperaturewhile maintaining the temperature below 35° C
  2. additionAfter total addition of the material
  3. temperaturethe mixture is refluxed for four hours
  4. temperaturemaintaining the temperature below 20° C.
  5. filtrationThe mixture is filtered
  6. customthe solvent is removed from the filtrate
  7. customThe residual solid is recrystallized from ethanol and water (2:1)

출처 및 근거

ORD 기록
ord-aa97f4a133774f22a20a9ad824fad239
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03997539

반응 노트

불러오는 중…