5-chloropyridine-2-carboxylic Acid

Base Information

• Chemical Name: 5-chloropyridine-2-carboxylic Acid
• CAS No.: 86873-60-1
• Molecular Formula: C6H4ClNO2
• Molecular Weight: 157.556
• Hs Code.: 2933399090
• European Community (EC) Number: 675-004-4
• DSSTox Substance ID: DTXSID90376529
• Nikkaji Number: J1.263.590G
• Wikidata: Q72458488
• Mol file: 86873-60-1.mol

Synonyms:5-chloro-2-picolinic acid

Chemical Property of 5-chloropyridine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0.00026mmHg at 25°C
• Melting Point: 166-171℃
• Refractive Index: 1.59
• Boiling Point: 310.3 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 141.5 °C
• PSA: 50.19000
• Density: 1.47 g/cm³
• LogP: 1.43320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.9930561
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

98%, ^*data from raw suppliers

5-ChloropicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-40-22
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Cl)C(=O)O
• Uses: 5-Chloropicolinic Acid is an inhibitor of dopamine β-hydroxylase and has antihypertensive activity.

Technology Process of 5-chloropyridine-2-carboxylic Acid

There total 20 articles about 5-chloropyridine-2-carboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.4%

2-cyano-5-chloropyridine (89809-64-3) → 5-chloropicolinic acid (86873-60-1)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 90 - 100 ℃; for 1.5h;

Reference yield: 9.6%

2-Bromo-5-chloro-pyridine (40473-01-6) + carbon dioxide (124-38-9,18923-20-1) → 5-chloropicolinic acid (86873-60-1)

Guidance literature:

2-Bromo-5-chloro-pyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h; Inert atmosphere;

carbon dioxide; In diethyl ether; hexane; for 2h;

With hydrogenchloride; water;

DOI:10.1016/j.bmc.2011.01.035

Reference yield:

4-(5-chloro-2-pyridyl)-2-methyl-3-butyn-2-ol (132308-15-7) → 5-chloropicolinic acid (86873-60-1)

Guidance literature:

4-(5-chloro-2-pyridyl)-2-methyl-3-butyn-2-ol; With potassium permanganate; water; at 70 - 80 ℃; for 1.5h;

With hydrogenchloride; In water; at 20 ℃; for 1h; pH=3;

upstream raw materials:

2-methyl-5-chloropyridine

4-chloro-1,2-benzenediol

5-Amino-2-methylpyridine

6-methylnicotinamide

Downstream raw materials:

4-chloronicotinoyl chloride

methyl 5-chloropyridine-2-carboxylate

ethyl 5-chloropyridine-2-carboxylate

5-chloro-N-methoxy-N-methylpicolinamide

Refernces

• 1、 Mochizuki, Akiyoshi,Nagata, Tsutomu,Kanno, Hideyuki,Suzuki, Makoto,Ohta, Toshiharu. "2-Aminomethylphenylamine as a novel scaffold for factor Xa inhibitor". . p. 1623 - 1642. Retrieved 2011/04/21.
• 2、 -. "Gamma-hydroxy-2-(fluoroalkylaminocarbonyl)-1-piperazinepentanamides and uses thereof". Page/Page column 223. . Retrieved 2010/01/31.