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Sodium hydride → 2,3-Dimethyl-8-(2,6-dimethylbenzyloxy)imidazo[1,2-a]pyrazine

HRID 1058571
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HRID 1058571 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:5]=1[CH2:6][OH:7].Cl[C:14]1[C:15]2[N:16]([C:20]([CH3:24])=[C:21]([CH3:23])[N:22]=2)[CH:17]=[CH:18][N:19]=1>C(#N)C>[CH3:23][C:21]1[N:22]=[C:15]2[C:14]([O:7][CH2:6][C:5]3[C:8]([CH3:12])=[CH:9][CH:10]=[CH:11][C:4]=3[CH3:3])=[N:19][CH:18]=[CH:17][N:16]2[C:20]=1[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 186748(2,6-Dimethylphenyl)methanolHCID 107499238-Chloro-2,3-dimethylimidazo[1,2-a]pyrazine

생성물 1

HCID 99038552,3-Dimethyl-8-(2,6-dimethylbenzyloxy)imidazo[1,2-a]pyrazine수율 50%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Sodium hydride (0.15 g, 3 mmol) (50% in oil) was added to a stirred solution of 2,6-dimethylbenzylalcohol in acetonitril (10 ml). 8-chloro-2,3-dimethylimidazo[1,2-a]pyrazine (0.4 g, 3 mmol) was added and the reaction mixture was refluxed for 20 h. The solvent was evaporated under reduced pressure and the residue was solved in methylene chloride and washed with water. The organic layer was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using ethylacetate:petroleum ether(40-60) 1:1 as eluent. Crystallization from petroleum ether gave 0.42 g (50%) of the title compound.

후처리

  1. temperaturethe reaction mixture was refluxed for 20 h
  2. customThe solvent was evaporated under reduced pressure
  3. washwashed with water
  4. customThe organic layer was evaporated under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel
  6. customCrystallization from petroleum ether

출처 및 근거

ORD 기록
ord-6dadd8d37f48432a8dc1e428596493c5
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06518270B1

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