methyl 2-(trifluoromethyl)isonicotinate

Base Information

• Chemical Name: methyl 2-(trifluoromethyl)isonicotinate
• CAS No.: 588702-68-5
• Molecular Formula: C₈H₆F₃NO₂
• Molecular Weight: 205.136
• Hs Code.: 2933399090
• Mol file: 588702-68-5.mol

Synonyms:methyl 2-(trifluoromethyl)pyridine-4-carboxylate;

Chemical Property of methyl 2-(trifluoromethyl)isonicotinate

Chemical Property:

• Boiling Point: 213.9±40.0 °C(Predicted)
• PKA: -1.56±0.20(Predicted)
• PSA: 39.19000
• Density: 1.331±0.06 g/cm3(Predicted)
• LogP: 1.88700
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2-(Trifluoromethyl)isonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2-(trifluoromethyl)isonicotinate

There total 12 articles about methyl 2-(trifluoromethyl)isonicotinate 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: 92.54%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 4-bromo-2-(trifluoromethyl)pyridine (887583-90-6) → 2-trifluoromethyl-isonicotinic acid methyl ester (588702-68-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; at 80 ℃; for 16h; under 15201 Torr;

Reference yield: 66.0%

methanol (67-56-1) + 2-(trifluoromethyl)-4-pyridinecarboxylic acid (131747-41-6) → 2-trifluoromethyl-isonicotinic acid methyl ester (588702-68-5)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

Reference yield: 59.0%

methyl 2-iodoisonicotinate (134579-47-8) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2-trifluoromethyl-isonicotinic acid methyl ester (588702-68-5)

Guidance literature:

With potassium fluoride; copper(l) iodide; 1,10-Phenanthroline; Trimethyl borate; In dimethyl sulfoxide; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol501967c

upstream raw materials:

diazomethane

carbon dioxide

2-(trifluoromethyl)pyridine

methanol

Downstream raw materials:

2-trifluoromethyl-4-(aminomethyl)pyridine

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS, COMPOSITIONS COMPRISING THE HETEROCYCLIC COMPOUND, AND METHODS OF USE THEREOF". Page/Page column 47. . Retrieved 2020/01/10.
• 2、 Gonda, Zsombor,Kovacs, Szabolcs,Weber, Csaba,Gati, Tamas,Meszaros, Attila,Kotschy, Andras,Novak, Zoltan. "Efficient copper-catalyzed trifluoromethylation of aromatic and heteroaromatic iodides: The beneficial anchoring effect of borates". . p. 4268 - 4271. Retrieved 2014/09/30.