2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine
• CAS No.: 881402-16-0
• Molecular Formula: C12H15BF3NO2
• Molecular Weight: 273.063
• Hs Code.: 2934999090
• European Community (EC) Number: 873-087-3
• DSSTox Substance ID: DTXSID50590547
• Wikidata: Q72512650
• Mol file: 881402-16-0.mol

Synonyms:881402-16-0;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine;6-(Trifluoromethyl)pyridine-2-boronic acid pinacol ester;SCHEMBL584521;DTXSID50590547;MFCD08061589;AKOS015947257;AB43336;AT14558;Pyridine,2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-;BS-24015;DB-350225;CS-0175667;EN300-1706311;A862308;J-505878;Z2044827545;6-(Trifluoromethyl)pyridine-2-boronic acid, pinacol ester;6-(Trifluoromethyl)pyridine-2-boronic acid pinacol ester, AldrichCPR;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-6-(trifluoromethyl)pyridine;2-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-6-(TRIFLUOROMETHYL)PYRIDINE

Chemical Property of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine

Chemical Property:

• PSA: 31.35000
• LogP: 2.39960
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 273.1147934
• Heavy Atom Count: 19
• Complexity: 330

Purity/Quality:

97% ^*data from raw suppliers

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=NC(=CC=C2)C(F)(F)F

Technology Process of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine

There total 1 articles about 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine 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:

bis(pinacol)diborane (73183-34-3) + 2-bromo-6-(trifluoromethyl)pyridine (189278-27-1) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine (881402-16-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

Reference yield: 99.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine (881402-16-0) + p-trifluoromethylphenyl bromide (402-43-7) → C13H7F6N (1096689-54-1)

Guidance literature:

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); cesium fluoride; In isopropyl alcohol; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol802642g

Reference yield: 95.0%

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine (881402-16-0) + 4-bromo-1,1'-biphenyl (92-66-0) → 2-biphenyl-4-yl-6-(trifluoromethyl)pyridine (1101205-39-3)

Guidance literature:

With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol802556f

upstream raw materials:

bis(pinacol)diborane

2-bromo-6-(trifluoromethyl)pyridine

Downstream raw materials:

4-Methyl-2-[4'-trifluoromethyl-5-(6-trifluoromethyl-pyridin-2-yl)-biphenyl-3-yl]-pentanoic acid ethyl ester

2-biphenyl-4-yl-6-(trifluoromethyl)pyridine

2-(p-tolyl)-6-(trifluoromethyl)pyridine

C₁₃H₇F₆N