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Potassium Carbonate → [5-Methyl-2-[3-(trifluoromethyl)-1h-pyrazol-1-yl]-4-pyrimidinyl][3-(trifluoromethyl)phenyl]methanone

HRID 1060527
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반응식

HRID 1060527 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[O:9])[C:5]([CH3:20])=[CH:4][N:3]=1.[F:21][C:22]([F:29])([F:28])[C:23]1[CH:27]=[CH:26][NH:25][N:24]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:20][C:5]1[C:6]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[O:9])=[N:7][C:2]([N:25]2[CH:26]=[CH:27][C:23]([C:22]([F:29])([F:28])[F:21])=[N:24]2)=[N:3][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18070343-(Trifluoromethyl)pyrazoleHCID 18628524(2-Chloro-5-methyl-4-pyrimidinyl)[3-(trifluoromethyl)phenyl]methanone

생성물 1

HCID 18628526[5-Methyl-2-[3-(trifluoromethyl)-1h-pyrazol-1-yl]-4-pyrimidinyl][3-(trifluoromethyl)phenyl]methanone수율 16.3%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

The title compound of Step A (0.6 g, 2 mmol), 3-trifluoromethylpyrazole (0.25 g), and potassium carbonate (0.8 g, 6 mmol) were suspended in acetonitrile (15 mL) and heated at reflux for 3 h. The cooled reaction mixture was filtered and the cake washed with acetonitrile. After evaporation of the solvent under reduced pressure, the residue was subjected to silica gel chromatography using hexanes/ethyl acetate (85:15) to give 0.12 g of the title compound of Step B, a compound of the invention, as a white solid. 1H NMR (CDCl3/200 MHz) 2.45 (s, 3H), 6.75 (d, 1H), 7.67 (d, 1H), 7.92 (d, 1H), 8.10 (s, 1H), 8.27 (s, 1H), 8.54 (d, 1H), 8.9 (s, 1H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 3 h
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. washthe cake washed with acetonitrile
  6. customAfter evaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-0937343c6c8b4ab09c59e494c9bdf640
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06525001B1

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