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Trifluoroacetic acid → 2,6-difluoro-3-(4-methyl-1H-imidazol-1-yl)pyridine

HRID 546782
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HRID 546782 반응식
FC(F)(F)C(O)=O.C([O-])(=O)C.[NH4+:12].[F:13][C:14]1[C:19]([N:20]([CH2:23][C:24](=O)[CH3:25])[CH:21]=O)=[CH:18][CH:17]=[C:16]([F:27])[N:15]=1.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:13][C:14]1[C:19]([N:20]2[CH:23]=[C:24]([CH3:25])[N:12]=[CH:21]2)=[CH:18][CH:17]=[C:16]([F:27])[N:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 517165Ammonium AcetateHCID 86628516N-(2,6-difluoropyridin-3-yl)-N-(2-oxopropyl)formamide

생성물 1

HCID 668397352,6-difluoro-3-(4-methyl-1H-imidazol-1-yl)pyridine수율 95.4%

시약·촉매·용매 2

HCID 1140
Toluene
용매
HCID 8857Ethyl Acetate용매

실험 절차

Trifluoroacetic acid (1.08 ml) and ammonium acetate (1.08 g) were added to a solution of N-(2,6-difluoropyridin-3-yl)-N-(2-oxopropyl)formamide (2.52 g) in toluene (40 ml), and the reaction solution was heated under reflux in a nitrogen atmosphere for four hours. After leaving to cool, ethyl acetate and a saturated sodium bicarbonate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (2.19 g). The property values of the compound are as follows.

후처리

  1. temperaturethe reaction solution was heated
  2. temperatureunder reflux in a nitrogen atmosphere for four hours
  3. customAfter leaving
  4. temperatureto cool
  5. customthe organic layer was separated
  6. washThe resulting organic layer was washed with brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe drying agent was separated by filtration
  9. concentrationthe organic layer was concentrated under reduced pressure
  10. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-c74ed5c829ef47709cb191036fe22a12
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935815B2

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