HCID 10397613, compound → 1-(6-Chloro-3-methoxy-4-pyridazinyl)ethanone

HRID 1786674Notes

Reaction equation

HRID 1786674 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]([CH:10]([OH:12])[CH3:11])[CH:3]=1>O1CCCC1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]([C:10](=[O:12])[CH3:11])[CH:3]=1

Participants

4

Reactant 1

HCID 10397613HCID 10397613, compound

Product 1

HCID 230924911-(6-Chloro-3-methoxy-4-pyridazinyl)ethanone

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3.85 g 1-(6-Chloro-3-methoxy-pyridazin-4-yl)-ethanol is dissolved in 300 ml tetrahydrofuran and 35.5 g of manganese dioxide is added. The reaction is stirred for 48 h at RT. Solids are removed by filtration, and the solvent is removed under reduced pressure. The product is purified and separated from 1-(3-chloro-6-methoxy-pyridazin-4-yl)-ethanone by silica gel chromatography, eluting with a gradient of ethyl acetate in heptane. Yield 2.4 g. LC-MS (ES+) 187 (M+H)+.

Workup

  1. customSolids are removed by filtration
  2. customthe solvent is removed under reduced pressure
  3. customThe product is purified
  4. customseparated from 1-(3-chloro-6-methoxy-pyridazin-4-yl)-ethanone by silica gel chromatography
  5. washeluting with a gradient of ethyl acetate in heptane

Sources & evidence

ORD record
ord-4e0a1926184942ec9626622b11249023
Source dataset
uspto-grants-2009_03
Patent number
US07507734B2

Reaction notes

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