2-Trifluoromethyl-5-pyridineboric acid

Base Information

• Chemical Name: 2-Trifluoromethyl-5-pyridineboric acid
• CAS No.: 868662-36-6
• Molecular Formula: C₆H₅BF₃NO₂
• Molecular Weight: 190.917
• Hs Code.: 2933399090
• Mol file: 868662-36-6.mol

Synonyms:3-Trifluoromethyl-4-pyrazolylboric acid;2-Trifluoromethyl-pyridine-5-boronic acid;[6-(Trifluoromethyl)-3-pyridyl]boronic acid;6-Trifluoromethylpyridine-3-boronic acid;

Chemical Property of 2-Trifluoromethyl-5-pyridineboric acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 2.85E-06mmHg at 25°C
• Refractive Index: 1.455
• Boiling Point: 274.9 °C at 760 mmHg
• PKA: 6.12±0.10(Predicted)
• Flash Point: 120.1 °C
• PSA: 53.35000
• Density: 1.44 g/cm³
• LogP: -0.21980
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98% ^*data from raw suppliers

2-Trifluoromethyl-pyridine-5-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (6-Trifluoromethyl-3-pyridyl)boronic Acid is used for preparation of [[(aryl)heteroaryl]methoxy]nitroimidazooxazines and study of their antituberculosis structure-activity relationship.

Technology Process of 2-Trifluoromethyl-5-pyridineboric acid

There total 5 articles about 2-Trifluoromethyl-5-pyridineboric 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: 95.7%

Triisopropyl borate (5419-55-6) + 5-bromo-2(trifluoromethyl)pyridine (436799-32-5) → 6-(trifluoromethyl)-3-pyridinylboronic acid (868662-36-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

Reference yield: 95.0%

5-bromo-2(trifluoromethyl)pyridine (436799-32-5) → 6-(trifluoromethyl)-3-pyridinylboronic acid (868662-36-6)

Guidance literature:

5-bromo-2(trifluoromethyl)pyridine; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

With water; In tetrahydrofuran; hexane; at -10 ℃;

DOI:10.1039/b901024f

Reference yield: 95.0%

Triisopropyl borate (5419-55-6) + water (7732-18-5) + 5-bromo-2(trifluoromethyl)pyridine (436799-32-5) → 6-(trifluoromethyl)-3-pyridinylboronic acid (868662-36-6)

Guidance literature:

With CH₃CH₂CH₂CH₂Li; In tetrahydrofuran; hexane; addn. of hexane soln. of butyllithium to mixt. of boron compd. and pyridine deriv. in THF at -78°C under Ar, stirring at -78°C for3.5 h, warming to -10°C; addn. of deionized water, evapn., addn. of NaOH to pH 10, washing with diethyl ether, addn. of acetic acid to pH 5, extn. (ethyl acetate), evapn., NMR;

DOI:10.1039/b901024f

upstream raw materials:

Triisopropyl borate

water

5-bromo-2(trifluoromethyl)pyridine

2,5-dibromopyridine

Downstream raw materials:

4-(5-amino-6-(6-(trifluoromethyl)pyridin-3-yl)pyrazin-2-yl)benzamide

3-((tert-butylamino)methyl)-4'-fluoro-5-(6-(trifluoromethyl)pyridin-3-yl)-[1,1'-biphenyl]-4-ol

Refernces

• 1、 Liu, Ping,Wang, Liping,Dubois, Byron G.,Colandrea, Vincent J.,Liu, Rongqiang,Cai, Jiaqiang,Du, Xiaoxing,Quan, Weiguo,Morris, William,Bai, Jianwu,Bishwokarma, Bimjhana,Cheng, Mangeng,Piesvaux, Jennifer,Ray, Kallol,Alpert, Carla,Chiu, Chi-Sung,Zielstorff, Mark,Metzger, Joseph M.,Yang, Liming,Leung, Dennis,Alleyne, Candice,Vincent, Stella H.,Pucci, Vincenzo,Li, Xiaofang,Crespo, Alejandro,Stickens, Dominique,Hale, Jeffrey J.,Ujjainwalla, Feroze,Sinz, Christopher J.. "Discovery of Orally Bioavailable and Liver-Targeted Hypoxia-Inducible Factor Prolyl Hydroxylase (HIF-PHD) Inhibitors for the Treatment of Anemia". supporting information. p. 1193 - 1198. Retrieved 2018/12/11.
• 2、 -. "INHIBITORS OF HIF PROLYL HYDROXYLASE". Page/Page column 242. . Retrieved 2016/04/20.