Water → 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine

HRID 1043690

반응식

HRID 1043690 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:8]=[C:7]([CH3:9])[NH:6][N:5]=1.Cl[C:11]1[N:16]=[CH:15][CH:14]=[CH:13][N:12]=1.O>C1COCC1>[N:12]1[CH:13]=[CH:14][CH:15]=[N:16][C:11]=1[N:5]1[C:4]([CH3:3])=[CH:8][C:7]([CH3:9])=[N:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 62103,5-DimethylpyrazoleHCID 24758Sodium hydrideHCID 744042-Chloropyrimidine

생성물 1

HCID 304649062-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine수율 69%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

NaH (0.594 g, 14.84 mmol) was suspended in THF (10 mL), and 3,5-dimethylpyrazole (1.091 g, 11.35 mmol) was slowly added and stirred for one hour at room temperature. 2-Chloropyrimidine (1 g, 8.73 mmol) was slowly added to the mixture and refluxed for three hours. Completion of the reaction was confirmed by TLC, and then water (5 mL) was added to the mixture. The solvent was distilled off and the residue was extracted with ethyl acetate twice. The organic phase was washed with saturated brine and dried over magnesium sulfate. The solvent was then distilled off and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2→ethyl acetate) to give 1.05 g of the title compound (yield 69%).

후처리

  1. temperaturerefluxed for three hours
  2. distillationThe solvent was distilled off
  3. extractionthe residue was extracted with ethyl acetate twice
  4. washThe organic phase was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was then distilled off
  7. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2→ethyl acetate)

출처 및 근거

ORD 기록
ord-80403708ca76439d9aab5d6698a31937
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563552B2

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