Potassium Carbonate → Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate

HRID 627704노트

반응식

HRID 627704 반응식
Cl[C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[F:13][CH:14]([F:17])[CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>O>[F:13][CH:14]([F:17])[CH2:15][O:16][C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1361872,2-Difluoroethan-1-olHCID 72218580Methyl 5-chloro-3-methylpyrazine-2-carboxylate

생성물 1

HCID 86728150Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate수율 20.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of methyl 5-chloro-3-methylpyrazine-2-carboxylate (255 mg, 1.367 mmol) in 2,2-difluoroethanol (0.52 mL, 8.20 mmol) was added potassium carbonate (227 mg, 1.640 mmol). The reaction was stirred at ambient temperature for 1.5 hrs. The reaction was treated with water and extracted with ethyl acetate. The organic portion was dried over Na2SO4, filtered, concentrated and purified by column chromatography, eluting with 0-2% MeOH/DCM to give the title compound (63.8 mg, 0.275 mmol, 20.1%). MS m/z=233.1 (M+H).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic portion was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by column chromatography
  6. washeluting with 0-2% MeOH/DCM

출처 및 근거

ORD 기록
ord-268f8a4fb9ae4328941255e471e9b755
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309263B2

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