Piperazine → 1-(Piperazin-1-yl)isoquinoline

HRID 613663

반응식

HRID 613663 반응식
Cl[N:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[C:3]1([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][N:2]=1

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 219893902-Chloroisoquinoline

생성물 1

HCID 158874361-(Piperazin-1-yl)isoquinoline수율 105.6%

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
0 °C

실험 절차

A solution of 2-chloroisoquinoline (5 g) in 20 mL of toluene is added dropwise to a refluxing solution of piperazine (20 g) in 150 mL of toluene. The solution is heated for an additional 48 h. After cooling to 0° C. for 0.5 h, the solution is filtered. The filtrate is then extracted with 10% acetic acid. The aqueous extracts are washed with ether, basified and subsequently extracted with dichloromethane. The dichloromethane layer is finally washed with water, dried and concentrated. The material is placed under vacuum overnight to yield the title compound (6.8 g, m.p. 54-56° C.). 1H NMR (CDCl3) 8.14 (d, J=5.5 Hz, 1 H), 8.10 (d, J=8.5 Hz, 1 H), 7.74 (d, J=8.5 Hz, 1 H), 7.60 (t, J=7.2 Hz, 1 H), 7.50 (t, J=7.6 Hz, 1 H), 7.24 (d, J=5.5 Hz, 1 H), 3.39 (t, J=5.0Hz, 4 H), 3.16 (t, J=5.0Hz, 4 H).

후처리

  1. temperatureThe solution is heated for an additional 48 h
  2. filtrationthe solution is filtered
  3. extractionThe filtrate is then extracted with 10% acetic acid
  4. washThe aqueous extracts are washed with ether
  5. extractionbasified and subsequently extracted with dichloromethane
  6. washThe dichloromethane layer is finally washed with water
  7. customdried
  8. concentrationconcentrated
  9. customis placed under vacuum overnight

출처 및 근거

ORD 기록
ord-c9ee6016525a4416b294225135796a3c
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008352

연결된 노트

불러오는 중…