Phosphorus oxychloride → HCID 86698899, 화합물

HRID 2174473노트

반응식

HRID 2174473 반응식
[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

참가 물질

5

반응물 3

HCID 24813Phosphorus oxychlorideHCID 12698378Triethylazanium chlorideHCID 67977265HCID 67977265, 화합물

생성물 1

HCID 86698899HCID 86698899, 화합물수율 100.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
120 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-58aa4384e5c3486889f73f42e6ceec76
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09061999B2

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