Sodium Carbonate → 3-ethoxycarbonyl-6,7-difluoro-2-(N-methyl-N-beta-cyanoethylamino)quinoline

HRID 55355

반응식

HRID 55355 반응식
Cl[C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([F:18])=[C:7]([F:17])[CH:8]=2)[N:3]=1.[CH3:19][NH:20][CH2:21][CH2:22][C:23]#[N:24].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[CH2:15]([O:14][C:12]([C:11]1[C:2]([N:20]([CH3:19])[CH2:21][CH2:22][C:23]#[N:24])=[N:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([F:17])=[C:6]([F:18])[CH:5]=2)=[O:13])[CH3:16]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 69656Propanenitrile, 3-(methylamino)-HCID 97954612-Chloro-3-ethoxycarbonyl-6,7-difluoroquinoline

생성물 1

HCID 189946093-ethoxycarbonyl-6,7-difluoro-2-(N-methyl-N-beta-cyanoethylamino)quinoline수율 100.1%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
20 °C

실험 절차

To a solution of 16.3 g of 2-chloro-3-ethoxycarbonyl-6,7-difluoroquinoline prepared as described in Example 1 and 10 g of N-methyl-N-β-cyanoethylamine in 160 cm3 of toluene are added 19.08 g of sodium carbonate. The suspension obtained is heated at reflux and then stirred for 4 hours at this temperature. The reaction mixture is subsequently cooled to approximately 20° C., followed by washing with 3 times 50 cm3 of water. The organic phase is concentrated to dryness under reduced pressure (20 kPa) at approximately 50° C. 19.17 g of 3-ethoxycarbonyl-6,7-difluoro-2-(N-methyl-N-β-cyanoethylamino)quinoline are obtained in the form of an oil, which is used without further purification for the subsequent steps.

후처리

  1. customThe suspension obtained
  2. temperatureis heated
  3. temperatureat reflux
  4. washby washing with 3 times 50 cm3 of water
  5. concentrationThe organic phase is concentrated to dryness under reduced pressure (20 kPa) at approximately 50° C

출처 및 근거

ORD 기록
ord-d3b32fb5febb44cbb0481d07d5a8d74a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624933

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