Dimethylformamide → 2-Bromo-5-(difluoromethoxy)pyridine

HRID 15044

반응식

HRID 15044 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]([F:13])([F:12])C([O-])=O.[Na+].CN(C=O)C.[Br:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][N:22]=1>CCOCC>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH:8]([F:12])[F:13])=[CH:23][N:22]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2734985Sodium chlorodifluoroacetateHCID 27628652-Bromo-5-hydroxypyridine

생성물 1

HCID 231205792-Bromo-5-(difluoromethoxy)pyridine수율 43%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
80 °C

실험 절차

Potassium carbonate (2.4 g, 17.3 mmols) and sodium chlorodifluoroacetate (4.2 g, 27.5 mmols) were added to a DMF (20 mL) solution of 2-bromo-5-hydroxypyridine (2.4 g, 13.8 mmols) and stirred overnight at 80° C. The reaction liquid was cooled to room temperature, added ether, washed with water and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-300; hexane:ethyl acetate=100:1-100:2) to provide the title compound (1.32 g, 43%).

후처리

  1. customThe reaction liquid
  2. temperaturewas cooled to room temperature
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationConcentrating the solvent under reduced pressure
  6. customthe resulting residue was purified on silica gel column chromatography (C-300; hexane:ethyl acetate=100:1-100:2)

출처 및 근거

ORD 기록
ord-a7269e992a824e05b5d1f6a6b677604a
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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