2-Fluoro-6-methylphenylboronic acid

Base Information

• Chemical Name: 2-Fluoro-6-methylphenylboronic acid
• CAS No.: 887471-69-4
• Molecular Formula: C7H8BFO2
• Molecular Weight: 153.949
• Hs Code.: 2931900090
• Mol file: 887471-69-4.mol

Synonyms:2-Fluoro-6-methylphenylboronic acid

Chemical Property of 2-Fluoro-6-methylphenylboronic acid

Chemical Property:

• Boiling Point: 285.9±50.0 °C(Predicted)
• PKA: 8.40±0.58(Predicted)
• PSA: 40.46000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: -0.18610
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

2-Fluoro-6-methylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Fluoro-6-methylphenylboronic acid is used in biochemical methods of study as a reagent for fluorinated boronic acid-appended pyridinium salts and 19F NMR Spectroscopy for diol sensing.

Technology Process of 2-Fluoro-6-methylphenylboronic acid

There total 2 articles about 2-Fluoro-6-methylphenylboronic 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: 73.7%

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-1-fluoro-3-methylbenzene (59907-13-0) → (2-fluoro-6 methylphenyl)boronic acid (887471-69-4)

Guidance literature:

2-bromo-1-fluoro-3-methylbenzene; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; for 0.5h;

Reference yield: 43.0%

2-bromo-1-fluoro-3-methylbenzene (59907-13-0) → (2-fluoro-6 methylphenyl)boronic acid (887471-69-4)

Guidance literature:

2-bromo-1-fluoro-3-methylbenzene; With Triisopropyl borate; In diethyl ether; at -78 ℃; Inert atmosphere;

With tert.-butyl lithium; In diethyl ether; pentane; at -10 ℃; for 0.5h;

With hydrogenchloride; In diethyl ether; pentane; at 20 ℃; for 0.5h;

Reference yield: 95.0%

(2-fluoro-6 methylphenyl)boronic acid (887471-69-4) + 5-chloro-1-trityl-1H-pyrazolo[4,3-b]pyridine-6-carbonitrile → 5-(2-fluoro-6-methylphenyl)-1-trityl-1H-pyrazolo[4,3-b]pyridine-6-carbonitrile

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); caesium carbonate; In 1,4-dioxane; water; at 50 ℃; for 16h; Inert atmosphere;

upstream raw materials:

2-bromo-1-fluoro-3-methylbenzene

Trimethyl borate

Downstream raw materials:

5-amino-N-(5-((2S,5R,6R)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2-fluoro-6-methylphenyl)thiazole-4-carboxamide

N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(2-fluoro-6-methylphenyl)thiazole-4-carboxamide

2-(2-fluoro-6-methylphenyl)thiazole-4-carboxylic acid

2-(2-fluoro-6-methylphenyl)-5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridine

Refernces

• 1、 -. "New bicyclic compounds as crac channel modulators". Paragraph 0155. . Retrieved 2014/06/24.