3-Pyridinecarboxylic acid, 5-cyano-1,6-dihydro-6-oxo-2-(trifluoromethyl)-, ethyl ester

Base Information

• Chemical Name: 3-Pyridinecarboxylic acid, 5-cyano-1,6-dihydro-6-oxo-2-(trifluoromethyl)-, ethyl ester
• CAS No.: 144456-86-0
• Molecular Formula: C₁₀H₇F₃N₂O₃
• Molecular Weight: 260.172
• Hs Code.: 2933399990
• Mol file: 144456-86-0.mol

Synonyms:ethyl 5-cyano-6-oxo-2-trifluoromethyl-1,6-dihydro-pyridine-3-carboxylate;ETHYL 5-CYANO-6-HYDROXY-2-(TRIFLUOROMETHYL)NICOTINATE;

Chemical Property of 3-Pyridinecarboxylic acid, 5-cyano-1,6-dihydro-6-oxo-2-(trifluoromethyl)-, ethyl ester

Chemical Property:

• PSA: 82.95000
• LogP: 1.44208

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl 5-cyano-6-hydroxy-2-(trifluoromethyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Pyridinecarboxylic acid, 5-cyano-1,6-dihydro-6-oxo-2-(trifluoromethyl)-, ethyl ester

There total 3 articles about 3-Pyridinecarboxylic acid, 5-cyano-1,6-dihydro-6-oxo-2-(trifluoromethyl)-, ethyl ester 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: 83.0%

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) + cyanoacetic acid amide (107-91-5) → ethyl 5-cyano-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylate (144456-86-0)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2011.03.088

Reference yield: 82.0%

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) + sodium 2-cyanoacetamide → ethyl 5-cyano-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylate (144456-86-0)

Guidance literature:

In ethanol; for 24h; Ambient temperature;

Reference yield:

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → ethyl 5-cyano-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylate (144456-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride

2: sodium ethanolate / ethanol / 16 h / 20 °C

With sodium ethanolate; In ethanol; acetic anhydride;

DOI:10.1016/j.bmcl.2016.09.062

upstream raw materials:

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate

cyanoacetic acid amide

ethyl 4,4,4-trifluoroacetoacetate

Downstream raw materials:

ethyl 6-chloro-5-cyano-2-(trifluoromethyl)nicotinate

ethyl 5-cyano-6-(4-{[(4-cyanophenyl)amino]carbonyl}piperazin-1-yl)-2-(trifluoro-methyl)nicotinate

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