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

HRID 546782
ノート
印刷プレビュー

反応式

HRID 546782 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140
Toluene
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c74ed5c829ef47709cb191036fe22a12
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07935815B2

反応ノート

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