Sodium methanolate methanol → Methyl 2-bromo-5-methoxyisonicotinate

HRID 1468291노트

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HRID 1468291 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:10](F)=[CH:11][N:12]=1)[C:5]([O:7][CH2:8]C)=[O:6].[CH3:14][O-:15].[Na+].CO>CO>[Br:1][C:2]1[CH:3]=[C:4]([C:10]([O:15][CH3:14])=[CH:11][N:12]=1)[C:5]([O:7][CH3:8])=[O:6]

참가 물질

4

반응물 2

HCID 23694274Sodium methanolate methanolHCID 46311464Ethyl 2-bromo-5-fluoroisonicotinate

생성물 1

HCID 86710106Methyl 2-bromo-5-methoxyisonicotinate수율 36%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Ethyl 2-bromo-5-fluoroisonicotinate (434 mg, 1.75 mmol) obtained in step 1 was dissolved in methanol (3.50 mL), and the solution was stirred at room temperature for 30 minutes after adding a 28% sodium methoxide-methanol solution (1.69 g, 8.75 mmol). The reaction mixture was extracted with ethyl acetate after adding water. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give methyl 2-bromo-5-methoxyisonicotinate (154 mg, yield 36%).

후처리

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. additionafter adding water
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5f033193a1124361a2e8e0e7830b94b8
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000186B2

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