Sodium methanolate methanol → 3-Bromo-2-methoxy-6-methyl-pyridine 1-oxide

HRID 2390863

Reaction equation

HRID 2390863 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N+:4]([O-:9])[C:5]([CH3:8])=[CH:6][CH:7]=1.[CH3:11][O-:12].[Na+].CO>>[Br:1][C:2]1[C:3]([O:12][CH3:11])=[N+:4]([O-:9])[C:5]([CH3:8])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 23694274Sodium methanolate methanolHCID 857064893-Bromo-2-chloro-6-methylpyridin-1-ium-1-olate

Product 1

HCID 670012393-Bromo-2-methoxy-6-methyl-pyridine 1-oxide

Procedure

step b—A solution of 357a (0.5 g) and 0.5 M NaOMe/MeOH (4.9 mL) was stirred at RT overnight. The reaction mixture was concentrated in vacuo and the residue loaded on a SiO2 column and eluted with 5% MeOH/DCM to afford 3-bromo-2-methoxy-6-methyl-pyridine 1-oxide (357b).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washeluted with 5% MeOH/DCM

Sources & evidence

ORD record
ord-73430532814b4d63a3ab6aae8774a2c9
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Linked notes

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