Cesium carbonate → 2-(Cyclopropylmethoxy)-5-iodopyridine

HRID 1888754노트

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HRID 1888754 반응식
[I:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:16][CH:17]1[CH2:19][CH2:18]1>CN(C=O)C.C(OCC)(=O)C>[CH:17]1([CH2:16][O:8][C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:7][N:6]=2)[CH2:19][CH2:18]1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 81503BromomethylcyclopropaneHCID 4595002-Hydroxy-5-iodopyridine

생성물 1

HCID 425531642-(Cyclopropylmethoxy)-5-iodopyridine수율 32.9%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

To a solution of 5-iodopyridin-2-ol (5.32 g, 24.0 mmol) in DMF (50 mL) were added cesium carbonate (23.4 g, 72.0 mmol) and (bromomethyl)cyclopropane (4.67 mL, 48.2 mmol), and the mixture was stirred at 60° C. for 15 min. The reaction mixture was diluted with ethyl acetate, and the mixture was washed three times with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4) to give the title compound (2.17 g, yield 32%) as an oil.

후처리

  1. washthe mixture was washed three times with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4)

출처 및 근거

ORD 기록
ord-c8e0599cd84546b7816484fbb1f630f0
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501804B2

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