Phosphorus oxychloride → HCID 86698899、化合物

HRID 2174473ノート

反応式

HRID 2174473 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:6]2[C:11]=1[NH:10][C:9](=O)[C:8]([CH3:13])=[CH:7]2.O=P(Cl)(Cl)[Cl:25].[Cl-].C([NH+](CC)CC)C>C(#N)C>[Cl:25][C:9]1[C:8]([CH3:13])=[CH:7][C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[O:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:10]=1

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 12698378Triethylazanium chlorideHCID 67977265HCID 67977265、化合物

生成物 1

HCID 86698899HCID 86698899、化合物収率 100.2%

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-3-methyl-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (160 mg, 0.5 mmol, 1 eq.) was placed in acetonitrile (1.2 mL) in the presence of POCl3 (233 μL, 2.5 mmol, 5 eq.) and triethylammonium chloride (570 mg, 2.5 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-3-methyl-5-(2-(piperidin-1-yl)ethoxy)quinoline (170 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-58aa4384e5c3486889f73f42e6ceec76
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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