Chloroform → 4-Amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline

HRID 542211

反応式

HRID 542211 の反応式
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][N:19](CC3C=CC=CC=3)[CH2:18][CH2:17]2)[CH:3]=1.C(Cl)(Cl)Cl>C(O)C.[Pd]>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]2)[CH:3]=1

参加物

5

反応物 2

HCID 6212ChloroformHCID 133599914-Amino-6,7-dimethoxy-2-(4-benzylpiperazin-1-yl)quinoline

生成物 1

HCID 140689984-Amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline収率 51.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

4-Amino-6,7-dimethoxy-2-(4-benzylpiperazin-1-yl)quinoline (6.2 g) in ethanol (300 ml) with 5% Pd/C catalyst was stirred at 50° under an atmosphere of hydrogen (50 p.s.i.) for 20 hours. The mixture was cooled, chloroform (100 ml) added and the solution filtered through "Solkafloc". The solid was washed with chloroform-methanol (1:1, 4×100 ml) and the combined filtrates evaporated in vacuo. The residue was partitioned between chloroform-sodium carbonate solution (10%), the organic layer removed, the aqueous phase saturated with salt and further extracted with chloroform. The combined organic extracts were washed with brine, dried (Na2SO4) and evaporated in vacuo to yield 4-amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline (2.42 g). Spectroscopy showed this product to be the same as that of Example 32.

後処理

  1. temperatureThe mixture was cooled
  2. filtrationthe solution filtered through "Solkafloc"
  3. washThe solid was washed with chloroform-methanol (1:1, 4×100 ml)
  4. customthe combined filtrates evaporated in vacuo
  5. customThe residue was partitioned between chloroform-sodium carbonate solution (10%)
  6. customthe organic layer removed
  7. extractionthe aqueous phase saturated with salt and further extracted with chloroform
  8. washThe combined organic extracts were washed with brine
  9. dry with materialdried (Na2SO4)
  10. customevaporated in vacuo

出典と根拠

ORDレコード
ord-6479889b16bc45df8345a373e0507f3d
出典データセット
uspto-grants-1987_04
特許番号
US04656174

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