Water → 3-Amino-5-bromopyridine-2-carboxylic acid

HRID 2422684Notes

Reaction equation

HRID 2422684 reaction equation
[NH2:1][C:2]1[C:3]([C:9](N)=[O:10])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.O.C(=O)([O-])[OH:14].[Na+]>Cl>[NH2:1][C:2]1[C:3]([C:9]([OH:10])=[O:14])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 210758623-Amino-5-bromopyridine-2-carboxamide

Product 1

HCID 497615813-Amino-5-bromopyridine-2-carboxylic acidYield 55%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

3-Amino-5-bromopyridine-2-carboxamide (216 mg, 1.0 mmol) was dissolved in concentrated hydrochloric acid (3 μL), and stirred at 100° C. for 20 hours. After cooled to 0° C., water (10 mL) was added to it and controlled to have a pH of 7 with sodium hydrogencarbonate solution added thereto. The resulting gray solid was taken out through filtration and dried to obtain the intended compound (119 mg, 55%).

Workup

  1. temperatureAfter cooled to 0° C.
  2. additionadded
  3. filtrationThe resulting gray solid was taken out through filtration
  4. customdried

Sources & evidence

ORD record
ord-87c61fa41a574b17b8adfc80a75b6d79
Source dataset
uspto-grants-2011_06
Patent number
US07960394B2

Reaction notes

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