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

HRID 333926

反応式

HRID 333926 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 668358742-Methoxy-4-piperazin-1-yl-quinoline収率 66%

試薬・触媒・溶媒 1

HCID 669843-(3-Methoxypropoxy)-1-propanol溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-0a32e3b91e724d319bc86de297094ebc
出典データセット
uspto-grants-2014_11
特許番号
US08883791B2

関連ノート

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