Hydrochloric Acid → Methyl 3-fluoromethylpyrazine-2-carboxylate

HRID 604818ノート

反応式

HRID 604818 の反応式
Cl[CH2:2][C:3]1[C:4]([C:9]([O:11][CH3:12])=[O:10])=[N:5][CH:6]=[CH:7][N:8]=1.[F-:13].[Cs+].Cl>CS(C)=O>[F:13][CH2:2][C:3]1[C:4]([C:9]([O:11][CH3:12])=[O:10])=[N:5][CH:6]=[CH:7][N:8]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 25953Cesium fluorideHCID 67039637Methyl 3-chloromethylpyrazine-2-carboxylate

生成物 1

HCID 67039225Methyl 3-fluoromethylpyrazine-2-carboxylate収率 9.2%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
140 °C

実験手順

Methyl 3-chloromethylpyrazine-2-carboxylate (1.55 g, 8.3 mmol) was dissolved in DMSO (30 ml), followed by adding cesium fluoride (2.52 g, 16.6 mmol) and hexamethyl triamidophosphate (0.3 ml) and heated at 140° C. for 40 minutes while stirring. The reaction solution was cooled, followed by pouring into a diluted HCl solution, extracting with ethyl acetate, and washing with water. The solution was dried over magnesium sulfate, and concentrated under reduced pressure, and then the residue was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 0.13 g of the desired compound.

後処理

  1. temperatureThe reaction solution was cooled
  2. extractionextracting with ethyl acetate
  3. washwashing with water
  4. dry with materialThe solution was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customthe residue was purified

出典と根拠

ORDレコード
ord-22278a44fda242809a6af4f2219a0255
出典データセット
uspto-grants-2011_03
特許番号
US07910735B2

反応ノート

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