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Potassium Carbonate → Ethyl 2-chloro-6-(3,4-difluorophenoxy)-5-fluoronicotinate

HRID 920354
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HRID 920354 반응식
[Cl:1][C:2]1[N:12]=[C:11](Cl)[C:10]([F:14])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:15][C:16]1[CH:17]=[C:18]([OH:23])[CH:19]=[CH:20][C:21]=1[F:22].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[N:12]=[C:11]([O:23][C:18]2[CH:19]=[CH:20][C:21]([F:22])=[C:16]([F:15])[CH:17]=2)[C:10]([F:14])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 759273,4-DifluorophenolHCID 13210747Ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate

생성물 1

HCID 86676389Ethyl 2-chloro-6-(3,4-difluorophenoxy)-5-fluoronicotinate수율 84.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

To a solution of ethyl 2,6-dichloro-5-fluoronicotinate (20 g, 84 mmol) and 3,4-difluorophenol (10.93 g, 84 mmol) in acetonitrile (200 mL) was added potassium carbonate (20.90 g, 151 mmol). The reaction mixture was stirred at 80° C. for 2 hr. and then concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with Hex/EtOAc (10:1) to give ethyl 2-chloro-6-(3,4-difluorophenoxy)-5-fluoronicotinate (23.5 g, 80%).

후처리

  1. concentrationand then concentrated under reduced pressure
  2. customThe crude product was purified by silica gel chromatography
  3. washeluting with Hex/EtOAc (10:1)

출처 및 근거

ORD 기록
ord-5ac84a44079f469fa5d089fde27a07ec
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273054B2

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