2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Base Information

• Chemical Name: 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
• CAS No.: 890839-31-3
• Molecular Formula: C13H16BClO4
• Molecular Weight: 282.532
• Hs Code.: 2934999090
• Mol file: 890839-31-3.mol

Synonyms:2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;4-Carboxy-3-chlorophenylboronic acid, pinacol ester

Chemical Property of 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Chemical Property:

• Boiling Point: 404.2±35.0 °C(Predicted)
• PKA: 2.83±0.25(Predicted)
• PSA: 55.76000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.33740
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Carboxy-3-chlorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

There total 1 articles about 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic 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: 69.0%

4-Bromo-2-chloro-benzoic Acid (59748-90-2) + bis(pinacol)diborane (73183-34-3) → 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (890839-31-3)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; at 80 ℃; for 5h;

Reference yield: 63.0%

2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (890839-31-3) + (R)-7-(3-aminopyrrolidin-1-yl)-4-chloroisoxazolo[5,4-c]pyridin-3-amine dihydrochloride salt → (R)-N-(1-(3-amino-4-chloroisoxazolo[5,4-c]pyridin-7-yl)pyrrolidin-3-yl)-2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 40 ℃; for 6h;

DOI:10.1016/j.bmcl.2017.03.002

Reference yield: 35.0%

2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (890839-31-3) + N-(5-bromopyridin-3-yl)cyclopropanesulfonamide (1083326-19-5) → 2-chloro-4-(5-(cyclopropanesulfonamido)pyridin-3-yl)benzoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 16h; Inert atmosphere;

upstream raw materials:

4-Bromo-2-chloro-benzoic Acid

bis(pinacol)diborane

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