Methyl iodide → 1-methyl-5-nitro-2(1H)-pyridinone

HRID 1441730노트

반응식

HRID 1441730 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11](=O)([O-])[O-].[Cs+].[Cs+].CI>CN(C=O)C>[CH3:11][N:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]1=[O:1]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 178526703HCID 178526703, 화합물

생성물 1

HCID 2958661-methyl-5-nitro-2(1H)-pyridinone수율 68.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-hydroxy-5-nitropyridine (600 mg, 4.28 mmol, 1 eq) in DMF (5 mL) was added cesium carbonate (1.67 g, 5.16 mmol, 1.2 eq), followed by methyl iodide (0.4 mL, 6.42 mmol, 1.5 eq). After stirring overnight, the reaction mixture was quenched with water and extracted with ethyl ether (5×20 mL). The ether was dried over Na2SO4 and concentrated under reduced pressure. The crude material was column chromatographed, eluting with 50% EtOAc/hexanes to give 450 mg of compound 50B.

후처리

  1. customthe reaction mixture was quenched with water
  2. extractionextracted with ethyl ether (5×20 mL)
  3. dry with materialThe ether was dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customchromatographed
  6. washeluting with 50% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-f82daeb7c53a4ba483d3c5949a3d4adb
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655688B2

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