Acetic Acid → 2-Methoxy-4-piperazin-1-yl-quinoline

HRID 333926

반응식

HRID 333926 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](OC)[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[C:20](O)(=[O:22])C>COCCCOCCCO>[CH3:20][O:22][C:4]1[CH:3]=[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 4837PiperazineHCID 2283484-Chloro-6-methoxyquinoline

생성물 1

HCID 668358742-Methoxy-4-piperazin-1-yl-quinoline수율 66%

시약·촉매·용매 1

HCID 669843-(3-Methoxypropoxy)-1-propanol용매

실험 절차

A mixture of 4-chloro-6-methoxyquinoline (0.97 g, 5 mmol), piperazine (4.3 g, 50 mmol) and glacial acetic acid (0.3 ml) was heated under reflux with stirring in dipropyleneglycolmonomethylether for 48 hours. The mixture was filtered, the filtrate was evaporated to dryness under reduced pressure and the raw product was purified by column chromatography on a silica column using ethyl acetate and methanol with the addition of 0.1% NH3 to yield 0.85 g of a brown solid (3.3 mmol, 66%). MS (ES) m/z=243.8 [M+H]+.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux
  3. filtrationThe mixture was filtered
  4. customthe filtrate was evaporated to dryness under reduced pressure
  5. customthe raw product was purified by column chromatography on a silica column
  6. additionwith the addition of 0.1% NH3

출처 및 근거

ORD 기록
ord-0a32e3b91e724d319bc86de297094ebc
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883791B2

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