2-BROMO-4-PYRIDINE ACETIC ACID

2-BROMO-4-PYRIDINE ACETIC ACID Property

Melting point:

145-150°C

Boiling point:

374.1±27.0 °C(Predicted)

Density 

1.710±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

3.66±0.10(Predicted)

Appearance

Off-white to brown Solid

InChI

InChI=1S/C7H6BrNO2/c8-6-3-5(1-2-9-6)4-7(10)11/h1-3H,4H2,(H,10,11)

InChIKey

SJFRXYCVLZOAEU-UHFFFAOYSA-N

SMILES

C1(Br)=NC=CC(CC(O)=O)=C1

Safety

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-BROMO-4-PYRIDINE ACETIC ACID Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 2-(2-bromopyridin-4-yl)acetic acid from ethyl 2-(2-bromopyridin-4-yl)acetate: to a mixture of THF (5 mL), MeOH (10 mL) and water (5 mL) containing ethyl 2-(2-bromopyridin-4-yl)acetate (1.00 g, 4.10 mmol) was added lithium hydroxide (294 mg, 12.3 mmol). The reaction mixture was stirred at 20 °C for 10 min. Upon completion of the reaction, THF and MeOH were removed by vacuum concentration and the residue was diluted with 10 mL of water. Subsequently, the aqueous phase was acidified with 2N HCl solution to pH = 2. The mixture was filtered, the filter cake was collected and dried under vacuum to afford the target product 2-(2-bromopyridin-4-yl)acetic acid (850 mg, 90% yield) as a white solid.LCMS analysis resulted in (ES+) m/z (M+H)+ = 217.9 and retention time tR = 0.539 min.

References

[1] Patent: WO2018/106636, 2018, A1. Location in patent: Paragraph 00242