Potassium Carbonate → 1-(4-Pyridinyl)-5-methyl-2-pyridone

HRID 12423

반응식

HRID 12423 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.Cl.Br[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.N.[Cu]I>[N:14]1[CH:15]=[CH:16][C:11]([N:6]2[CH:7]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]2=[O:8])=[CH:12][CH:13]=1

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 704822-Hydroxy-5-methylpyridineHCID 881004-Bromopyridinium chloride

생성물 1

HCID 97940881-(4-Pyridinyl)-5-methyl-2-pyridone

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 222Ammonia용매HCID 6228Dimethylformamide용매

실험 절차

Compound 22 was synthesized by condensation of 5-methyl-2(1H)-pyridone (327.4 mg, 3 mmol) with 4-bromopyridine hydrochloride (778 mg, 4 mmol) in the presence of CuI (60 mg, 0.3 mmol) and K2CO3 (1.36 g, 10 mmol) in DMF (3 ml) at 135° C. overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. Organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (5% MeOH-DCM) afforded 197 mg (35%) of the target compound as a yellowish solid. The 1H NMR spectra was consistent with the structure of Compound 22.

후처리

  1. extractionextracted with ethyl acetate
  2. extractionOrganic extract
  3. washwas washed with saturated sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-84c3e5202db24794ad5e0005d8f79a15
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728013B2

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