3-(Trifluoromethyl)pyridine-2-carboxylic Acid

Base Information

• Chemical Name: 3-(Trifluoromethyl)pyridine-2-carboxylic Acid
• CAS No.: 87407-12-3
• Molecular Formula: C7H4F3NO2
• Molecular Weight: 191.109
• Hs Code.: 2933399990
• European Community (EC) Number: 689-828-7
• DSSTox Substance ID: DTXSID70530647
• Nikkaji Number: J2.008.068J
• Wikidata: Q72512690
• Mol file: 87407-12-3.mol

Synonyms:87407-12-3;3-(Trifluoromethyl)pyridine-2-carboxylic Acid;3-(Trifluoromethyl)picolinic acid;3-(trifluoromethyl)-2-pyridinecarboxylic acid;3-Trifluoromethylpicolinic acid;3-(TRIFLUOROMETHYL)-2-PICOLINIC ACID;MFCD07375386;3-Trifluoromethyl-pyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 3-(trifluoromethyl)-;3-Trifluoromethylpyridine-2-carboxylic acid;3-(Trifluoromethy)pyridine-2-carboxylic acid;SCHEMBL286833;3-(Trifluoromethyl)picolinicacid;trifluoromethyl-2-picolinic acid;DTXSID70530647;3-(Trifluoromethyl)-2-picolinicacid;AKOS005064018;AB41844;AC-3039;CS-W003406;NA-0812;SY003642;3-trifluoromethyl-2-pyridine carboxylic acid;AM20061566;T3155;3-(trifluoromethyl)-pyridine-2-carboxylic acid;EN300-101921;A842127;3-(Trifluoromethyl)pyridine-2-carboxylic acid, 97%;J-511033;Z1201624107

Chemical Property of 3-(Trifluoromethyl)pyridine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0.00264mmHg at 25°C
• Melting Point: 125-130°C
• Refractive Index: 1.475
• Boiling Point: 274.4 °C at 760 mmHg
• Flash Point: 119.7 °C
• PSA: 50.19000
• Density: 1.484 g/cm³
• LogP: 1.79860
• Storage Temp.: Room temperature.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

3-(Trifluoromethyl)-2-picolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)C(F)(F)F
• Uses: As Picolinic acid (P437220) derivative, 3-(Trifluoromethyl)pyridine-2-carboxylic acid can be used in the synthesis of oxazine derivatives that act as BACE inhibitors for treatment of diabetes and neurological disorders. Picolinic acid (P437220) derivative used in the synthesis of oxazine derivatives that act as BACE inhibitors for treatment of diabetes and neurological disorders.

Technology Process of 3-(Trifluoromethyl)pyridine-2-carboxylic Acid

There total 3 articles about 3-(Trifluoromethyl)pyridine-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: 76.0%

3-(trifluoromethyl)pyridine (3796-23-4) + carbon dioxide (124-38-9,18923-20-1) → 3-(trifluoromethyl)-2-pyridinecarboxylic acid (87407-12-3)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 - -60 ℃; for 1h;

DOI:10.1016/S0040-4020(01)89575-2

Reference yield: 68.0%

carbon dioxide (124-38-9,18923-20-1) + 2-bromo-3-(trifluoromethyl)-pyridine (175205-82-0) → 3-(trifluoromethyl)-2-pyridinecarboxylic acid (87407-12-3)

Guidance literature:

With n-butyllithium; In hexane; toluene; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390215

Reference yield:

2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 3-(trifluoromethyl)-2-pyridinecarboxylic acid (87407-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / bromotrimethylsilane / various solvent(s) / 72 h / Heating

2: 68 percent / butyllithium / hexane; toluene / 2 h / -75 °C

With n-butyllithium; trimethylsilyl bromide; In hexane; toluene;

DOI:10.1002/ejoc.200390215

upstream raw materials:

3-(trifluoromethyl)pyridine

carbon dioxide

2-bromo-3-(trifluoromethyl)-pyridine

2-chloro-3-trifluoromethyl-pyridine

Downstream raw materials:

N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-(trifluoromethyl)pyridine-2-carboxamide

C₂₇H₂₆ClF₃N₄O₂

N-[[1-(2,4,6-trichlorophenyl)cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide

N-[2-[2-chloro-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl]ethyl]-3-(trifluoromethyl)-2-pyridinecarboxamide

Refernces

• 1、 Cottet, Fabrice,Marull, Marc,Lefebvre, Olivier,Schlosser, Manfred. "Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids". . p. 1559 - 1568. Retrieved 2007/10/03.