Methyl iodide → 6-Iodo-2-methyl[1,2,4]triazolo[4,3-alpha]pyridin-3(2H)-one

HRID 1372483ノート

反応式

HRID 1372483 の反応式
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[NH:9][N:10]=2)[CH:7]=1.[C:12](=O)([O-])[O-].[Cs+].[Cs+].IC>CN(C)C=O.C(OCC)(=O)C>[I:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](=[O:11])[N:9]([CH3:12])[N:10]=2)[CH:7]=1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 587793486-Iodo-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one2 回

生成物 1

HCID 587793506-Iodo-2-methyl[1,2,4]triazolo[4,3-alpha]pyridin-3(2H)-one

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 6-iodo[1,2,4]triazolo[4,3-α]pyridin-3(2H)-one (Intermediate 13, 360 mg, 1.379 mmol) in anhydrous dimethylformamide (DMF, 4 mL) was added sequentially cesium carbonate (1.35 g, 4.14 mmol) and iodomethane (0.52 mL), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was then diluted with ethyl acetate, and the precipitated solids were removed by filtration. The filtrate was washed with saturated aqueous brine, dried (magnesium sulfate), and concentrated to dryness under reduced pressure. The residue was purified by preparative thin layer chromatography (silica gel, 3% methanol/dichloromethane) to afford the title compound. LC/MS 257.8 (M+1).

後処理

  1. customthe precipitated solids were removed by filtration
  2. washThe filtrate was washed with saturated aqueous brine
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe residue was purified by preparative thin layer chromatography (silica gel, 3% methanol/dichloromethane)

出典と根拠

ORDレコード
ord-6f3ecbf5cd1b4f94aaa29deeda708210
出典データセット
uspto-grants-2007_01
特許番号
US07157490B2

反応ノート

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