2-(6-Chloropyridin-3-yl)acetic acid Chemical Properties

Melting point:

164-169°C

Boiling point:

336.6±27.0 °C(Predicted)

Density 

1.405±0.06 g/cm3(Predicted)

storage temp. 

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

form 

powder

pka

3.91±0.10(Predicted)

color 

Off-white

InChI

InChI=1S/C7H6ClNO2/c8-6-2-1-5(4-9-6)3-7(10)11/h1-2,4H,3H2,(H,10,11)

InChIKey

XWVPSJPQWOVRHJ-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=CC=C1CC(O)=O

CAS DataBase Reference

39891-13-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933399990

2-(6-Chloropyridin-3-yl)acetic acid Usage And Synthesis

Uses

2-(6-Chloropyridin-3-yl)acetic acid is a nitrogen-containing heterocyclic fatty acid. Nitrogen-containing heterocyclic fatty acids play an important role in drug synthesis research, such as ibuprofen and indoleacetic acid, which have been used as drugs.

Synthesis

S1: 8.72 mmol of 2-chloro-5-chloromethylpyridine, zinc powder (catalyst), lithium chloride (co-catalyst), and the solvent DMF (2.8-2.9 mL per mmol of 2-chloro-5-chloromethylpyridine) were added to a high-pressure reactor.S2: Carbon dioxide was poured into the reactor to bring the pressure up to 3 MPa, and the reaction was subsequently carried out for 15 h at 40 °C.S3: Reaction After completion, the reaction mixture was acidified by adding dilute hydrochloric acid to the reaction mixture, extracted with ethyl acetate, the organic phases were combined and the solvent was removed by rotary evaporator. Finally, the product was dried under vacuum to obtain 2-chloropyridine-5-acetic acid. Note: The molar ratio of 2-chloro-5-chloromethylpyridine, zinc powder and lithium chloride is 1:3:3.

References

[1] Patent: CN108218768, 2018, A. Location in patent: Paragraph 0015-0020; 0024

2-(6-Chloropyridin-3-yl)acetic acid(39891-13-9)Related Product Information

• Quinolinic acid
• 2-chloro-4-isopropylpyridine
• (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE
• 3-Pyridylacetic acid
• α-Chloro-3-nitro-6-chloropyridine-2-acetic acid ethyl ester
• 3-CHLOROPYRIDINE-2-ACETIC ACID
• 4-Ethoxy-5-nitro-α-chloropyridine-2-acetic acid ethyl ester
• 4,6-DICHLOROPYRIDINE-3-ACETIC ACID
• 2-CHLOROPYRIDINE-5-ACETIC ACID ETHYL ESTER
• (6-CHLORO-PYRIDIN-3-YL)-OXO-ACETIC ACID ETHYL ESTER
• 2-CHLOROPYRIDINE-5-ACETIC ACID
• 2-AMINO-2-(6-CHLOROPYRIDIN-3-YL)ACETIC ACID HYDROCHLORIDE