Pyrazole → 2-(1H-Pyrazol-1-yl)pyrimidine

HRID 1038120노트

반응식

HRID 1038120 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Br[C:7]1[N:12]=[CH:11][CH:10]=[CH:9][N:8]=1.N1C2C(=CC=C3C=2N=CC=C3)C=CC=1.C(OCC)(=O)C>CC(N(C)C)=O.[Cu]I.O>[N:1]1([C:7]2[N:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

참가 물질

8

반응물 4

HCID 1048PyrazoleHCID 13181,10-PhenanthrolineHCID 8857Ethyl AcetateHCID 783452-Bromopyrimidine

생성물 1

HCID 111707712-(1H-Pyrazol-1-yl)pyrimidine수율 15.7%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매HCID 31374Dimethylacetamide용매

반응 조건

온도
140 °C

실험 절차

A reaction mixture containing pyrazole (2 g, 29 mmol), 2-bromopyrimidine (3.8 g, 24 mmol), copper (I) iodide (0.91 g, 4.8 mmol) and 1,10-phenanthroline (1.7 g, 9.6 mmol) in DMA was heated at 140° C. in a sealed tube for 6 hours. After the reaction, ethyl acetate (30 mL) was added, followed by water. The aqueous layer was extract three times (20 mL) and the organic layer was collected, dry over sodium sulfate. After concentration under vacuum, the crude product was purified using column chromatography (10% ethyl acetate in dichloromethane) to give 0.55 g of pure product. 15% yield. MS (ESMS, M+H 146).

후처리

  1. additionwas added
  2. extractionThe aqueous layer was extract three times (20 mL)
  3. customthe organic layer was collected
  4. dry with materialdry over sodium sulfate
  5. concentrationAfter concentration under vacuum
  6. customthe crude product was purified

출처 및 근거

ORD 기록
ord-def692fd8412499c9e784ff4a9993002
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546404B2

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