Dimethylformamide → Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate

HRID 500549노트

반응식

HRID 500549 반응식
O=C1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=CN1.[C:11](=O)([O-])[O-].[K+].[K+].IC.[CH3:19][N:20]([CH:22]=[O:23])[CH3:21]>O>[CH3:11][O:10][C:8]([C:6]1[CH:5]=[CH:19][N:20]([CH3:21])[C:22](=[O:23])[CH:7]=1)=[O:9]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2807562-Hydroxyisonicotinic Acid

생성물 1

HCID 819408Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate수율 66%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2-Oxo-1,2-dihydropyridine-4-carboxylic acid (5.0 g, 36 mmol) and potassium carbonate (24.8 g, 179 mmol) were stirred in DMF (75 mL) at room temperature. Iodomethane (6.72 mL, 108 mmol) was added slowly via a syringe and the reaction mixture was stirred for 3 days at room temperature. The reaction mixture was then diluted with water and extracted with dichloromethane until the product was removed from the aqueous phase. The combined organics were dried over magnesium sulfate, filtered and concentrated, then chromatographed in ethyl acetate on silica gel to yield the title compound (4 g, 66%).

후처리

  1. extractionextracted with dichloromethane until the product
  2. customwas removed from the aqueous phase
  3. dry with materialThe combined organics were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed in ethyl acetate on silica gel

출처 및 근거

ORD 기록
ord-e8fe6ce7396c44cf8e8783283935861b
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772235B2

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