2-(Trifluoromethyl)isonicotinic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)isonicotinic acid
• CAS No.: 131747-41-6
• Molecular Formula: C7H4F3NO2
• Molecular Weight: 191.109
• Hs Code.: 2933399090
• European Community (EC) Number: 662-939-8
• DSSTox Substance ID: DTXSID10563696
• Nikkaji Number: J2.008.065E
• Wikidata: Q72512087
• Mol file: 131747-41-6.mol

Synonyms:2-(trifluoromethyl)isonicotinic acid;131747-41-6;2-(trifluoromethyl)pyridine-4-carboxylic acid;2-Trifluoromethyl-isonicotinic acid;MFCD07774132;2-(Trifluoromethyl)-4-pyridinecarboxylic acid;4-PYRIDINECARBOXYLIC ACID, 2-(TRIFLUOROMETHYL)-;2-(Trifluoromethyl)isonicotinicacid;4-Pyridinecarboxylicacid;SCHEMBL503171;DTXSID10563696;BCP10399;AKOS006282770;AB42319;CS-W008451;FS-2591;AC-24533;SY035544;A2762;AM20050762;T3269;EN300-96022;2-(Trifluoromethyl)pyridine-4-carboxylic acid, 97%;J-506673;Z1198173818;(S)-4,5,6,7-Tetrahydro-3-phenylmethyl-3H-imidazo[4,5-c]pyridine-6-carboxylic acid

Chemical Property of 2-(Trifluoromethyl)isonicotinic acid

Chemical Property:

• Vapor Pressure: 3.71E-05mmHg at 25°C
• Melting Point: 217-223℃
• Refractive Index: 1.475
• Boiling Point: 338.881 °C at 760 mmHg
• PKA: 2.94±0.10(Predicted)
• Flash Point: 158.75 °C
• PSA: 50.19000
• Density: 1.485 g/cm³
• LogP: 1.79860
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 191.01941286
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

98% ^*data from raw suppliers

2-(Trifluoromethyl)isonicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(=O)O)C(F)(F)F
• Uses: 2-(Trifluoromethyl)isonicotinic Acid is useful reactant for the preparation of RAF709 as selective RAF inhibitor targeting RAS mutant cancer.

Technology Process of 2-(Trifluoromethyl)isonicotinic acid

There total 14 articles about 2-(Trifluoromethyl)isonicotinic 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: 92.0%

2-trifluoromethylisonicotinic acid tert-butyl ester → 2-(trifluoromethyl)-4-pyridinecarboxylic acid (131747-41-6)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 3h;

Reference yield: 89.0%

4-(furan-2-yl)-2-(trifluoromethyl)pyridine (1621525-59-4) → 2-(trifluoromethyl)-4-pyridinecarboxylic acid (131747-41-6)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In tetrachloromethane; water; acetonitrile; for 0.25h;

DOI:10.1055/s-0037-1612077

Reference yield: 83.0%

carbon dioxide (124-38-9,18923-20-1) + 2-(trifluoromethyl)pyridine-4-iodide (590371-73-6) → 2-(trifluoromethyl)-4-pyridinecarboxylic acid (131747-41-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.0833333h;

DOI:10.1002/ejoc.200390215

upstream raw materials:

trimethylaluminum

4-chloro-2-trifluoromethylpyridine

carbon dioxide

2-(trifluoromethyl)pyridine-4-iodide

Downstream raw materials:

4-hydroxy-2-trifluoromethylpyridine

Refernces

• 1、 -. "Trifluoromethylation process for bromo-pyridine and derivatives thereof". . . Retrieved 2018/07/30.
• 2、 Cottet, Fabrice,Marull, Marc,Lefebvre, Olivier,Schlosser, Manfred. "Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids". . p. 1559 - 1568. Retrieved 2007/10/03.