Reaction #465975

ord-77b13e98a50846559104d8f1cbe2e628

Reaction equation

COC(=O)c1nc(Br)c(Cl)c(N)c1OC
methyl-4-amino-6-bromo-5-chloro-3-methoxypyridine-2-carboxylate
[Na+].[OH-]
NaOH
COc1c(C(=O)O)nc(Br)c(Cl)c1N
white fluffy solid
Yield 80.1%
COc1c(C(=O)O)nc(Br)c(Cl)c1N
4-Amino-6-bromo-5-chloro-3-methoxypyridine-2-carboxylic Acid
Yield 80.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Concentrationwas then concentrated to dryness in vacuo
  2. 2
    FiltrationThe white solid was collected by filtration
  3. 3
    Washwas rinsed with H2O
  4. 4
    OtherThe solid was dried at 50° C. under vacuum

Procedure

To methyl-4-amino-6-bromo-5-chloro-3-methoxypyridine-2-carboxylate (0.300 g, 1.02 mmol) in 10 mL of methanol was added 1 N NaOH (1.10 mL, 1.10 mmol). The reaction mixture was stirred at room temperature for 4 hr and was then concentrated to dryness in vacuo. The resulting aqueous layer was acidified with concentrated HCl. The white solid was collected by filtration and was rinsed with H2O. The solid was dried at 50° C. under vacuum to give 0.230 g of a white fluffy solid; mp 154-156° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06297197B1uspto-grants-2001_10