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

HRID 12423

反応式

HRID 12423 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 222Ammonia溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-84c3e5202db24794ad5e0005d8f79a15
出典データセット
uspto-grants-2010_06
特許番号
US07728013B2

関連ノート

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