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Potassium Carbonate → 5-Bromo-2-(cyclopropylmethoxy)-3-fluoropyridine

HRID 2277156
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인쇄 미리보기

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HRID 2277156 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:9])[C:5]([OH:8])=[N:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][CH:18]1[CH2:20][CH2:19]1>CN(C=O)C.C(OCC)(=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([F:9])[C:5]([O:8][CH2:17][CH:18]2[CH2:20][CH2:19]2)=[N:6][CH:7]=1
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참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 1785175945-Bromo-3-fluoro-1,2-dihydropyridin-2-one

생성물 1

HCID 867151175-Bromo-2-(cyclopropylmethoxy)-3-fluoropyridine

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매
HCID 8857
Ethyl Acetate
용매

반응 조건

온도
70 °C

실험 절차

To a solution of 5-bromo-3-fluoropyridin-2-ol (1.00 g) in DMF (10 mL) were added potassium carbonate (1.44 g) and (bromomethyl)cyclopropane (0.758 mL), and the mixture was stirred with heating at 70° C. for 30 min. The reaction mixture was allowed to cool to room temperature, and diluted with ethyl acetate and water, and the organic layer was separated. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (491 mg).

후처리

  1. temperatureto cool to room temperature
  2. customthe organic layer was separated
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-5f731484d9ca4b23a1c92c7461d5a90a
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133129B2

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