Phosphorus oxychloride → HCID 86698900、化合物

HRID 2174478ノート

反応式

HRID 2174478 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:6]2[C:11]=1[NH:10][C:9](=O)[CH:8]=[CH:7]2.O=P(Cl)(Cl)[Cl:24].[Cl-].C([NH+](CC)CC)C>C(#N)C>[Cl:24][C:9]1[CH:8]=[CH:7][C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[N:10]=1

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 12698378Triethylazanium chlorideHCID 67977592HCID 67977592、化合物

生成物 1

HCID 86698900HCID 86698900、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
120 °C

実験手順

8-chloro-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (275 mg, 0.9 mmol, 1 eq.) was placed in acetonitrile (2.3 mL) in the presence of POCl3 (418 μL, 4.5 mmol, 5 eq.) and triethylammonium chloride (1 g, 4.5 mmol, 5 eq.). The reaction mixture was stirred at 120° C. during 3 hours. The mixture was then concentrated under reduced pressure and, after adding water to the residue (5 mL), was stirred at room temperature during 30 minutes. Then the resulting precipitate was washed with water and filtered to give 2,8-dichloro-5-(2-(piperidin-1-yl)ethoxy)quinoline (228 mg, 100%).

後処理

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. additionafter adding water to the residue (5 mL)
  3. stirringwas stirred at room temperature during 30 minutes
  4. washThen the resulting precipitate was washed with water
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-d1cffd39606d408eb8824885eac0bf71
出典データセット
uspto-grants-2015_06
特許番号
US09061999B2

反応ノート

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