4-Fluoro-3-methoxycarbonylphenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-Fluoro-3-methoxycarbonylphenylboronic acid pinacol ester
• CAS No.: 872459-87-5
• Molecular Formula: C14H18BFO4
• Molecular Weight: 280.104
• Mol file: 872459-87-5.mol

Synonyms:2-FLUORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZOIC ACID,METHYL ESTER;4-FLUORO-3-(METHOXYCORBONYL)PHENYLBORONIC ACID PINACOL ESTER;BENZOIC ACID,2-FLUORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-,METHYL ESTER;4-FLUORO-3-(METHOXYCORBONYL)BENZENEBORONIC ACID PINACOL ESTER;

Chemical Property of 4-Fluoro-3-methoxycarbonylphenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 368.5±37.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.91150

Purity/Quality:

99%,98%, ^*data from raw suppliers

Methyl2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Fluoro-3-Methoxycarbonylphenylboronic Acid Pinacol Ester is used in preparation of Biphenyl Pyridazinone derivatives as inhaled PDE4 inhibitors in relation to structural biology and structure-activity relationships.

Technology Process of 4-Fluoro-3-methoxycarbonylphenylboronic acid pinacol ester

There total 3 articles about 4-Fluoro-3-methoxycarbonylphenylboronic acid pinacol ester 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:

methyl 2-fluoro-5-bromobenzoate (57381-59-6) + bis(pinacol)diborane (73183-34-3) → methyl-2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (872459-87-5)

Guidance literature:

With potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

Reference yield:

C14H6F6O5S + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → methyl-2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (872459-87-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In toluene; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2015.07.033

Reference yield:

→ methyl-2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (872459-87-5)

Guidance literature:

upstream raw materials:

methyl 2-fluoro-5-bromobenzoate

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane