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

HRID 1441730ノート

反応式

HRID 1441730 の反応式
[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]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 178526703HCID 178526703、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f82daeb7c53a4ba483d3c5949a3d4adb
出典データセット
uspto-grants-2010_02
特許番号
US07655688B2

反応ノート

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