2-Amino-4,5-difluorobenzoic acid Chemical Properties

Melting point:

181-185 °C

Boiling point:

326.8±42.0 °C(Predicted)

Density 

1.536±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

4.54±0.10(Predicted)

form 

Liquid

color 

Clear colorless to straw

BRN 

2834162

CAS DataBase Reference

83506-93-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36-26

Safety Statements 

26-36-36/37/38

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Amino-4,5-difluorobenzoic acid Usage And Synthesis

Chemical Properties

Beige solid

Uses

2-Amino-4,5-difluorobenzoic acid is a benzoic acid derivative used as an intermediate in icotinib. icotinib is an effective and highly selective oral epidermal growth factor receptor tyrosine kinase inhibitor (EGFR-TKI) for the treatment of patients with advanced non-small-cell lung cancer (NSCLC) who have failed prior chemotherapy.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of 2-amino-4,5-difluorobenzoic acid from 4,5-difluoro-2-nitrobenzoic acid: 4,5-difluoro-2-nitrobenzoic acid (447 mg, 2.2 mmol) was added to a suspension of methanol (10 mL) containing 20% palladium/carbon hydroxide [50% (w/w) wet type, 40 mg]. The reaction mixture was stirred at room temperature for 2 hours under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford 2-amino-4,5-difluorobenzoic acid (380 mg, yield: 100%).

References

[1] Patent: WO2003/106435, 2003, A1. Location in patent: Page 290; 291; 332

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