2-Amino-4-bromo-3-fluorobenzoic acid Chemical Properties

Boiling point:

332.0±42.0 °C(Predicted)

Density 

1.877±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

4.37±0.10(Predicted)

form 

powder

color 

Off white

Safety Information

HS Code 

2922498590

2-Amino-4-bromo-3-fluorobenzoic acid Usage And Synthesis

Description

2-Amino-4-bromo-3-fluorobenzoic acid is an important pharmaceutical and organic intermediate ingredient used in the synthesis of avibactam sodium, an FDA-approved non-beta-lactam β-lactamase inhibitor used in combination with ceftazidime (Avycaz). It is used for the treatment of complicated intra-abdominal infections, urinary tract infections, and pyelonephritis.

Uses

2-Amino-4-Bromo-3-Fluorobenzoic Acid is used in preparation of Quinazoline compounds as KRAS modulators and antitumor agents.

Synthesis

The synthesis of 2-Amino-4-bromo-3-fluorobenzoic acid is as follows:
To a mixture of 6-bromo-7-fluoroindoline-2,3-dione (18.9 g, 77.5 mmol) in 2 N NaOH (350 mL) at 0 oC, H2O2 (30%, 40 mL) was added. The mixture was stirred at room temperature for 16 h. The mixture was quenched with Na2SO3, and the mixture was acidified with conc. HCl to adjust pH to 2. The precipitate was collected by filtration and dried to afford the desired product as a white solid (17 g, 94% yield).

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