2-Hydroxy-6-(trifluoromethyl)nicotinic acid

Base Information

• Chemical Name: 2-Hydroxy-6-(trifluoromethyl)nicotinic acid
• CAS No.: 191595-63-8
• Molecular Formula: C7H4F3NO3
• Molecular Weight: 207.109
• Hs Code.: 2933399090
• European Community (EC) Number: 671-164-4
• DSSTox Substance ID: DTXSID90379393
• Wikidata: Q72482054
• Mol file: 191595-63-8.mol

Synonyms:191595-63-8;2-hydroxy-6-(trifluoromethyl)nicotinic acid;2-Hydroxy-6-trifluoromethylnicotinic acid;2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylic acid;2-oxo-6-(trifluoromethyl)-1H-pyridine-3-carboxylic Acid;2-HYDROXY-6-(TRIFLUOROMETHYL)NICOTINICACID;MFCD01862657;2-hydroxy-6-trifluoromethyl nicotinic acid;3-Pyridinecarboxylic acid, 1,2-dihydro-2-oxo-6-(trifluoromethyl)-;(3-(carboxy)-6-trifluoromethyl)pyrid-2-one;2-hydroxy-6-(trifluoromethyl)pyridine-3-carboxylic acid;2-hydroxy-6-trifluoromethyl-nicotinic acid;SCHEMBL3077344;DTXSID90379393;BCP05881;STL490574;AKOS000272925;AKOS000301829;AM86726;CS-W009086;PS-6437;SY057717;FT-0645968;EN300-26316;AB00983680-01;A813500;J-509660;BRD-K85996941-001-03-8;2-Hydroxy-6-(trifluoromethyl)nicotinic acid, AldrichCPR;6-(trifluoromethyl)-2-hydroxypyridine-3-carboxylic acid;Z221592484;2-oxo-6-trifluoromethyl-1,2-dihydropyridine-3-carboxylic acid;2-Oxo-6-(trifluoromethyl)-1,2-dihydro-3-pyridinecarboxylic acid

Chemical Property of 2-Hydroxy-6-(trifluoromethyl)nicotinic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 165-167 °C
• Refractive Index: 1.512
• Boiling Point: 372.484 °C at 760 mmHg
• Flash Point: 179.072 °C
• PSA: 70.42000
• Density: 1.629 g/cm³
• LogP: 1.50420
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 207.01432748
• Heavy Atom Count: 14
• Complexity: 354

Purity/Quality:

98% ^*data from raw suppliers

2-Oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=C1)C(F)(F)F)C(=O)O

Technology Process of 2-Hydroxy-6-(trifluoromethyl)nicotinic acid

There total 4 articles about 2-Hydroxy-6-(trifluoromethyl)nicotinic 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: 94.0%

1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid methyl ester (144740-55-6) → 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylic acid (191595-63-8)

Guidance literature:

1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid methyl ester; With methanol; lithium hydroxide; water; for 2h; Heating / reflux;

With hydrogenchloride; water; pH=2;

Reference yield: 86.0%

2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide (116548-03-9) → 2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylic acid (191595-63-8)

Guidance literature:

With lithium hydroxide monohydrate; water; In methanol; at 20 ℃; for 24h; Reflux;

Reference yield: 67.0%

6-trifluoromethylnicotinic acid (231291-22-8) → 2-hydroxy-6-trifluoromethylnicotinic acid (191595-63-8) + C7H4F3NO3

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; C₁₉H₂₄N₂O; p-benzoquinone; In N,N-dimethyl-formamide; at 110 ℃; for 24h; under 760.051 Torr;

DOI:10.1126/science.abg2362

upstream raw materials:

2-hydroxy-6-trifluoromethylpyridine-3-carboxamide

6-trifluoromethylnicotinic acid

1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid methyl ester

2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide

Downstream raw materials:

methyl 2-bromo-6-(trifluoromethyl)nicotinate

Refernces

• 1、 -. "GHRELIN O-ACYLTRANSFERASE INHIBITORS". Page/Page column 67; 68. . Retrieved 2019/08/26.
• 2、 -. "ACYLATED SPIROPIPERIDINE DERIVATIVES AS MELANOCORTIN-4 RECEPTOR MODULATORS". Page/Page column 82. . Retrieved 2008/06/13.