Sodium Sulfate → 3-Bromo-6-(difluoromethoxy)-2,4-dimethylpyridine

HRID 1043923ノート

反応式

HRID 1043923 の反応式
[Br:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]([OH:9])=[N:6][C:7]=1[CH3:8].FS([C:15]([F:20])([F:19])C(O)=O)(=O)=O.S([O-])([O-])(=O)=O.[Na+].[Na+].C(=O)(O)[O-].[Na+]>C(#N)C>[Br:1][C:2]1[C:7]([CH3:8])=[N:6][C:5]([O:9][CH:15]([F:20])[F:19])=[CH:4][C:3]=1[CH3:10]

参加物

6

反応物 4

HCID 24436Sodium SulfateHCID 516892Sodium BicarbonateHCID 27375162,2-Difluoro-2-(fluorosulfonyl)acetic acidHCID 178429301HCID 178429301、化合物

生成物 1

HCID 866863473-Bromo-6-(difluoromethoxy)-2,4-dimethylpyridine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 5-bromo-4,6-dimethylpyridin-2-ol obtained in Preparation Example 23(1) (500 mg), 2-(fluorosulfonyl)difluoroacetic acid (0.307 mL) and sodium sulfate (70.3 mg) was stirred in an acetonitrile solvent (10 mL) at room temperature for 3.5 hours. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the mixture was then concentrated under reduced pressure. The residue was extracted with ethyl acetate, and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%) to give the title compound (68.6 mg).

後処理

  1. concentrationthe mixture was then concentrated under reduced pressure
  2. extractionThe residue was extracted with ethyl acetate
  3. concentrationthe organic layer was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%)

出典と根拠

ORDレコード
ord-b22ed19fc9b04cefbd85b6c79e17ca0d
出典データセット
uspto-grants-2013_10
特許番号
US08563565B2

反応ノート

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