Thionyl Chloride → N'-[3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N,N-dimethylethane-1,2-diamine

HRID 2090241ノート

反応式

HRID 2090241 の反応式
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:19][CH2:20][CH2:21][CH3:22])[N:14]([CH2:15][CH2:16][CH2:17]O)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.S(Cl)(Cl)=O>C(Cl)Cl>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:19][CH2:20][CH2:21][CH3:22])[N:14]([CH2:15][CH2:16][CH2:17][NH:12][CH2:11][CH2:10][N:14]([CH3:15])[CH3:13])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 684322443-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propan-1-ol

生成物 1

HCID 68432302N'-[3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N,N-dimethylethane-1,2-diamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of the product from step (v) (0.96 g) and thionyl chloride (10 mL) in DCM (20 mL) was heated under reflux for 6 h then evaporated under reduced pressure. The residue was dissolved in acetonitrile (20 mL) then N,N-dimethylethylenediamine (10 mL) added and the mixture heated under reflux for 24 h. The solvent was removed under reduced pressure and the residue purified by RPHPLC, yield 0.512 g.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 h
  3. customthen evaporated under reduced pressure
  4. dissolutionThe residue was dissolved in acetonitrile (20 mL)
  5. additionN,N-dimethylethylenediamine (10 mL) added
  6. temperaturethe mixture heated
  7. temperatureunder reflux for 24 h
  8. customThe solvent was removed under reduced pressure
  9. customthe residue purified by RPHPLC, yield 0.512 g

出典と根拠

ORDレコード
ord-a6b876a359624606a34ae2bc2d260994
出典データセット
uspto-grants-2013_05
特許番号
US08436178B2

反応ノート

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