2-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Base Information

• Chemical Name: 2-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• CAS No.: 548797-51-9
• Molecular Formula: C13H15BClNO2
• Molecular Weight: 263.532
• Hs Code.: 2934999090
• Mol file: 548797-51-9.mol

Synonyms:3-Chloro-4-cyanophenylboronic acid pinacol ester;2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ben;2-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile;Benzonitrile, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property of 2-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Chemical Property:

• Boiling Point: 384.9±32.0 °C(Predicted)
• PSA: 42.25000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.51088
• Storage Temp.: 2-8°C

Purity/Quality:

99%+, ^*data from raw suppliers

3-Chloro-4-cyanophenylboronicacidpinacolester ^*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)benzonitrile

There total 1 articles about 2-Chloro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 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: 100.0%

4-bromo-2-chlorobenzonitrile (154607-01-9) + bis(pinacol)diborane (73183-34-3) → 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (548797-51-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 115 ℃; for 12h;

Reference yield: 92.3%

2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (548797-51-9) + 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole → 2-Chloro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile (1297537-35-9)

Guidance literature:

2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile; 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole; With potassium carbonate; In water; acetonitrile; for 0.5h; Inert atmosphere; Reflux;

With triphenylphosphine; In water; acetonitrile; at 60 - 70 ℃; for 2h; Inert atmosphere;

Reference yield: 70.0%

2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (548797-51-9) + C15H16INO2S → C22H19ClN2O2S

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 12h; Inert atmosphere;

upstream raw materials:

4-bromo-2-chlorobenzonitrile

bis(pinacol)diborane

Downstream raw materials:

ethyl 1-[4-(tert-butoxycarbonyl)benzyl]-4-(3-chloro-4-cyanophenyl)-5-methyl-1H-pyrazole-3-carboxylate

4-(5-amino-pyridin-3-yl)-2-chloro-benzonitrile

N-((5-(3-chloro-4-cyanophenyl)pyridin-3-yl)(cyclopropyl)methyl)ethanesulfonamide

N-(2-(5-(3-chloro-4-cyanophenyl)pyridin-3-yl)propan-2-yl)ethanesulfonamide

Refernces

• 1、 -. "CONDENSED RING DERIVATIVE, AND PREPARATION METHOD, INTERMEDIATE, PHARMACEUTICAL COMPOSITION AND USE THEREOF". Paragraph 0201; 0202. . Retrieved 2018/02/28.
• 2、 -. "ARYL-PYRIDINE DERIVATIVES AS ALDOSTERONE SYNTHASE INHIBITORS". Page/Page column 60-61. . Retrieved 2011/06/19.