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1,4-Bis(diphenylphosphino)butane → 4-Methyl-2-methylthio-6-(4-trifluoromethylphenyl)-pyrimidine

HRID 427237
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인쇄 미리보기

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HRID 427237 반응식
C1(P(C2C=CC=CC=2)CCCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Cl[C:32]1[CH:37]=[C:36]([CH3:38])[N:35]=[C:34]([S:39][CH3:40])[N:33]=1.[F:41][C:42]([F:53])([F:52])[C:43]1[CH:48]=[CH:47][C:46](B(O)O)=[CH:45][CH:44]=1.C(=O)([O-])O.[Na+]>[Pd](Cl)Cl.C(#N)C1C=CC=CC=1.C(#N)C1C=CC=CC=1.O1CCOCC1.O.C1(C)C=CC=CC=1>[CH3:38][C:36]1[CH:37]=[C:32]([C:46]2[CH:47]=[CH:48][C:43]([C:42]([F:53])([F:52])[F:41])=[CH:44][CH:45]=2)[N:33]=[C:34]([S:39][CH3:40])[N:35]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 821241,4-Bis(diphenylphosphino)butaneHCID 2411634-Chloro-6-methyl-2-(methylthio)pyrimidineHCID 516892Sodium BicarbonateHCID 27343894-(Trifluoromethyl)phenylboronic acid

생성물 1

HCID 183567874-Methyl-2-methylthio-6-(4-trifluoromethylphenyl)-pyrimidine수율 74.4%

시약·촉매·용매 4

HCID 498840
Bis(benzonitrile)palladium chloride
촉매
HCID 962Water용매
HCID 1140Toluene용매
HCID 312751,4-Dioxane용매

실험 절차

0.236 g of 1,4-bis(diphenylphosphino)butane and 0.20 g bis(benzonitrile)-palladium(II)chloride are refluxed in 10 m toluene under nitrogen for 2 hrs. At room temperature 0.95 g 4-chloro-6-methyl-2-methylthio-pyrimidine, 1.24 g 4-trifluoromethylphenyl boronic acid, 1.38 g sodium hydrogen carbonate, 30 ml water and 40 ml dioxane are added, and the mixture is heated to reflux for 5 hrs. The organic phase is washed with water and chromatographed to give 1.15 g of the title compound.

후처리

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 5 hrs
  3. washThe organic phase is washed with water
  4. customchromatographed

출처 및 근거

ORD 기록
ord-5abaa105a24c441f839402e367d29832
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313072B1

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