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

HRID 1372483노트

반응식

HRID 1372483 반응식
[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

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 587793486-Iodo-[1,2,4]triazolo[4,3-a]pyridin-3(2h)-one2회

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6f3ecbf5cd1b4f94aaa29deeda708210
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157490B2

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