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Water → HCID 90240743, 화합물

HRID 2208636
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HRID 2208636 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][CH3:16])=[CH:10][N:9]=2)=[CH:4][C:3]=1[F:17].CC1(C)C(C)(C)OB([C:26]2[CH:31]=[CH:30][C:29]([O:32][C:33]([F:36])([F:35])[F:34])=[CH:28][CH:27]=2)O1.[F-].[Cs+].O>O1CCOCC1.CCOCC>[F:17][C:3]1[CH:4]=[C:5]([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][CH3:16])=[CH:10][N:9]=2)[CH:6]=[N:7][C:2]=1[C:26]1[CH:27]=[CH:28][C:29]([O:32][C:33]([F:34])([F:35])[F:36])=[CH:30][CH:31]=1
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참가 물질

7

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HCID 962WaterHCID 25953Cesium fluorideHCID 27606034,4,5,5-Tetramethyl-2-[4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolaneHCID 118482856HCID 118482856, 화합물

생성물 1

HCID 90240743HCID 90240743, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 31275
1,4-Dioxane
용매

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온도
100 °C

실험 절차

10.2 mmol of 2-(6-chloro-5-fluoropyridin-3-yl)-5-propylpyrimidine and 10.2 mmol of 4,4,5,5-tetramethyl-2-(4-trifluoromethoxyphenyl)-1,3,2-dioxaborolane are dissolved in 30 ml of dioxane, and 20.4 mmol of caesium fluoride and 0.5 mmol of bis(tricyclohexylphosphine)palladium dichloride catalyst are added. The mixture is heated at 100° C. for 18 hours with stirring. Water and MTB ether are added to the batch, and the organic phase is washed with water, dried using sodium sulfate and evaporated. The residue is purified by chromatography on silica gel with heptane/MTB ether 2/1 and recrystallised from isopropanol, giving 2-[5-fluoro-6-(4-trifluoromethoxyphenyl)pyridin-3-yl]-5-propylpyrimidine.

후처리

  1. washthe organic phase is washed with water
  2. customdried
  3. customevaporated
  4. customThe residue is purified by chromatography on silica gel with heptane/MTB ether 2/1
  5. customrecrystallised from isopropanol

출처 및 근거

ORD 기록
ord-3d95b7a3b0b445a4880b4951f1d88ba0
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376622B2

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