Hydrochloric Acid → Methyl 3-fluoromethylpyrazine-2-carboxylate

HRID 604818노트

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HRID 604818 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 67039225Methyl 3-fluoromethylpyrazine-2-carboxylate수율 9.2%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
140 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-22278a44fda242809a6af4f2219a0255
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910735B2

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