5-Trifluoromethyl-pyridine-3-boronic acid

Base Information

• Chemical Name: 5-Trifluoromethyl-pyridine-3-boronic acid
• CAS No.: 947533-51-9
• Molecular Formula: C6H5BF3NO2
• Molecular Weight: 190.917
• Hs Code.: 29333999
• Mol file: 947533-51-9.mol

Synonyms:5-Trifluoromethyl-pyridine-3-boronic acid;3-trifluoromethyl-5-pyridyl boronic acid;(5-Trifluoromethylpyridin-3-yl)boronic acid, 95%;5-TRIFLUOROMETHYL-PYRIDINE-3-BORONIC ACI;BP 33117 5-TRIFLUOROMETHYL-PYRIDINE-3-BORONIC ACID;3-Borono-5-(trifluoromethyl)pyridine;5-TrifluoroMethyl-3-pyridineboric acid

Chemical Property of 5-Trifluoromethyl-pyridine-3-boronic acid

Chemical Property:

• Melting Point: 300.8 °C (decomp)
• Boiling Point: 299.9 °C at 760 mmHg
• PKA: 5.90±0.10(Predicted)
• Flash Point: 135.2 °C
• PSA: 53.35000
• Density: 1.44 g/cm³
• LogP: -0.21980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(5-(Trifluoromethyl)pyridin-3-yl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Trifluoromethyl-pyridine-3-boronic acid

There total 6 articles about 5-Trifluoromethyl-pyridine-3-boronic 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: 96.0%

Triisopropyl borate (5419-55-6) + 3-bromo-5-(trifluoromethyl)pyridine (436799-33-6) → (5-(trifluoromethyl)pyridin-3-yl)boronic acid (947533-51-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃; Inert atmosphere;

Reference yield: 94.0%

3-bromo-5-(trifluoromethyl)pyridine (436799-33-6) → (5-(trifluoromethyl)pyridin-3-yl)boronic acid (947533-51-9)

Guidance literature:

3-bromo-5-(trifluoromethyl)pyridine; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 3.5h; Inert atmosphere;

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

DOI:10.1039/b901024f

Reference yield: 94.0%

Triisopropyl borate (5419-55-6) + water (7732-18-5) + 3-bromo-5-(trifluoromethyl)pyridine (436799-33-6) → (5-(trifluoromethyl)pyridin-3-yl)boronic acid (947533-51-9)

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

3-bromo-5-(trifluoromethyl)pyridine

bis(pinacol)diborane

Downstream raw materials:

6-(2,4-difluorobenzylamino)-2-(5-trifluoromethylpyridin-3-yl)pyrimidine-4-carboxylic acid methyl ester

[6-chloro-2-(5-trifluoromethylpyridin-3-yl)pyrimidin-4-yl]-(2,4-difluorobenzyl)amine

(4aS,5R,7aS)-7a-(2-fluoro-5-(5-(trifluoromethyl)pyridine-3-yl)phenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Refernces

• 1、 -. "HETEROARYL DERIVATIVES AND USES THEREOF". Paragraph 0224; 0225. . Retrieved 2014/05/20.
• 2、 Emmerich, Juliette,Hu, Qingzhong,Hanke, Nina,Hartmann, Rolf W.. "Cushing's syndrome: Development of highly potent and selective CYP11B1 inhibitors of the (pyridylmethyl)pyridine type". . p. 6022 - 6032. Retrieved 2013/09/02.