Acetic Anhydride → Methyl 2-(5-bromo-6-methoxypyridin-2-yl)acetate

HRID 2390864Notes

Reaction equation

HRID 2390864 reaction equation
[Br:1][C:2]1[C:3]([O:10][CH3:11])=[N+:4]([O-])[C:5]([CH3:8])=[CH:6][CH:7]=1.[C:12]([O:15][C:16](=O)C)(=[O:14])C>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:12]([O:15][CH3:16])=[O:14])=[N:4][C:3]=1[O:10][CH3:11]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 670012393-Bromo-2-methoxy-6-methyl-pyridine 1-oxide

Product 1

HCID 67001081Methyl 2-(5-bromo-6-methoxypyridin-2-yl)acetate

Procedure

step c—A solution of 357b (0.47 g) and acetic anhydride (4.0 mL) was heated at 120° C. for 2 h, The reaction mixture was concentrated in vacuo and purified on a SiO2 column eluting with 5% EtOAc/hexane to afford methyl 5-bromo-6-methoxy-pyridin-2-yl-acetate (357c).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified on a SiO2 column
  3. washeluting with 5% EtOAc/hexane

Sources & evidence

ORD record
ord-c9957703986746d395bf1720334a69c7
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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