5-CYANO-3-PYRIDINECARBOXYLIC ACID

Base Information

• Chemical Name: 5-CYANO-3-PYRIDINECARBOXYLIC ACID
• CAS No.: 887579-62-6
• Molecular Formula: C7H4N2O2
• Molecular Weight: 148.12
• Hs Code.: 2933399090
• Mol file: 887579-62-6.mol

Synonyms:5-CYANO-NICOTINIC ACID;

Chemical Property of 5-CYANO-3-PYRIDINECARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 352.574°C at 760 mmHg
• Flash Point: 167.031°C
• PSA: 73.98000
• Density: 1.425g/cm³
• LogP: 0.65148
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

5-CyanonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Cyanonicotinic Acid is a useful reagent for the preparation of substituted cyclobutylpyridine and cyclobutylpyrimidine compounds as indoleamine 2,3-dioxygenase inhibitors.

Technology Process of 5-CYANO-3-PYRIDINECARBOXYLIC ACID

There total 6 articles about 5-CYANO-3-PYRIDINECARBOXYLIC 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: 78.0%

3-Cyano-5-methoxycarbonylpyridine (106726-82-3) → 5-cyano-3-pyridinecarboxylic acid (887579-62-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 64.0%

phenylmethyl 5-cyano-3-pyridinecarboxylate (1158971-89-1) → 5-cyano-3-pyridinecarboxylic acid (887579-62-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; under 760.051 Torr;

DOI:10.1021/jm900110t

Reference yield: 22.0%

Nicotinic acid N-oxide (2398-81-4) + sodium cyanide (143-33-9,25596-52-5) → 5-cyano-3-pyridinecarboxylic acid (887579-62-6)

Guidance literature:

Nicotinic acid N-oxide; sodium cyanide; With chloro-trimethyl-silane; triethylamine; In DMF (N,N-dimethyl-formamide); at 110 ℃; for 10h;

With hydrogenchloride; In water;

upstream raw materials:

Nicotinic acid N-oxide

sodium cyanide

5-carbamoylpyridine-3-carboxylic acid

phenylmethyl 5-cyano-3-pyridinecarboxylate

Downstream raw materials:

5-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoro-3-pyridyl)-5-methyl-4,5-dihydro-1H-imidazol-2-yl]-3-pyridinecarbonitrile

N-((4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide

N-(2-(2-(4-chlorophenyl)thiazol-4-yl)ethyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide

N-(2-(2-(4-chlorophenyl)thiazol-4-yl)-2-methylpropyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide

Refernces

• 1、 Sato, Nagaaki,Ando, Makoto,Ishikawa, Shiho,Jitsuoka, Makoto,Nagai, Keita,Takahashi, Hirobumi,Sakuraba, Aya,Tsuge, Hiroyasu,Kitazawa, Hidefumi,Iwaasa, Hisashi,Mashiko, Satoshi,Gomori, Akira,Moriya, Ryuichi,Fujino, Naoko,Ohe, Tomoyuki,Ishihara, Akane,Kanatani, Akio,Fukami, Takehiro. "Discovery of tetrasubstituted imidazolines as potent and selective neuropeptide Y Y5 receptor antagonists: Reduced human ether-a-go-go related gene potassium channel binding affinity and potent antiobesity effect". supporting information; experimental part. p. 3385 - 3396. Retrieved 2010/03/24.
• 2、 -. "Mandelic acid derivatives and their use as throbin inhibitors". Page/Page column 41. . Retrieved 2008/06/13.