Hydrochloric Acid → 3-Amino-6-bromopyrazine-2-carboxylic acid

HRID 78576

Reaction equation

HRID 78576 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([O:11]C)=[O:10])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.[OH-].[Li+].Cl>CO.O>[NH2:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylate

Product 1

HCID 185216003-Amino-6-bromopyrazine-2-carboxylic acidYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (5.11 g, 22.02 mmol) and lithium hydroxide (2.637 g, 110.1 mmol) in MeOH (20 mL) and H2O (20 mL) was heated to 90° C. for 2 hours. The reaction mixture was allowed to cool and neutralised with HCl and the resultant precipitate collected by filtration. Taken on to the next step without further purification (4.80 g, 99% Yield).

Workup

  1. temperatureto cool
  2. filtrationthe resultant precipitate collected by filtration
  3. customTaken on to the next step without further purification (4.80 g, 99% Yield)

Sources & evidence

ORD record
ord-dc4176e1945245f28e9973a89f17317d
Source dataset
uspto-grants-2014_09
Patent number
US08841308B2

Linked notes

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