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Sodium Hydroxide → 6-(2,6-Difluorophenyl)-3-(4'-trifluoromethoxybiphenyl-4-yl)-[1,2,4]triazine

HRID 2085916
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HRID 2085916 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11]([C:14]3[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=3[F:21])=[CH:12][N:13]=2)=[CH:4][CH:3]=1.[F:22][C:23]([F:36])([F:35])[O:24][C:25]1[CH:30]=[CH:29][C:28](OB(O)O)=[CH:27][CH:26]=1.C(=O)([O-])O.[Na+].[OH-].[Na+]>COCCOC.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[F:21][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]([F:20])[C:14]=1[C:11]1[N:10]=[N:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([C:28]3[CH:27]=[CH:26][C:25]([O:24][C:23]([F:22])([F:35])[F:36])=[CH:30][CH:29]=3)=[CH:3][CH:4]=2)=[N:13][CH:12]=1
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참가 물질

8

반응물 4

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 227270174-Trifluoromethoxyphenylboric acidHCID 227270223-(4-Bromophenyl)-6-(2,6-difluorophenyl)-[1,2,4]triazine

생성물 1

HCID 227270266-(2,6-Difluorophenyl)-3-(4'-trifluoromethoxybiphenyl-4-yl)-[1,2,4]triazine

시약·촉매·용매 3

HCID 178418476
HCID 178418476, 화합물
촉매
HCID 962Water용매
HCID 80711,2-Dimethoxyethane용매

반응 조건

온도
70 °C

실험 절차

244 mg of 3-(4-bromophenyl)-6-(2,6-difluorophenyl)-[1,2,4]triazine are placed in 1.8 ml of 1,2-dimethoxyethane, and 2.5 mg of bis(triphenylphosphine)palladium(II) dichloride, 159 mg of 4-trifluoromethoxyphenylboric acid and 176 mg of sodium hydrogen carbonate in 1.8 ml of water are added in succession. The reaction mixture is then heated at 70° C. for 5 h. After cooling to room temperature, the suspension is poured into 1N sodium hydroxide solution and extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated. The crude product is dissolved in a minimum of hot ethyl acetate, filtered clear and crystallised at 0° C. In this way the title compound having a melting point of 199-202° C. is obtained.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. dissolutionThe crude product is dissolved in a minimum of hot ethyl acetate
  8. filtrationfiltered clear
  9. customcrystallised at 0° C
  10. customis obtained

출처 및 근거

ORD 기록
ord-af7f661c419e4ba2a5d2822bd3cadb51
출처 데이터셋
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06723720B2

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