5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER
• CAS No.: 652148-93-1
• Molecular Formula: C11H15 B Cl N O2
• Molecular Weight: 239.51
• Hs Code.: 2934999090
• Mol file: 652148-93-1.mol

Synonyms:5-CHLOROPYRIDINE-2-BORONIC ACID PINACOLATE;5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER;3-CHLORO-6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE

Chemical Property of 5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER

Chemical Property:

• PSA: 31.35000
• Density: 1.14
• LogP: 2.03420
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloropyridine-2-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chloropyridine-2-boronic acid, pinacol ester

Technology Process of 5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER

There total 2 articles about 5-CHLOROPYRIDINE-2-BORONIC 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: 47.0%

2-Bromo-5-chloro-pyridine (40473-01-6) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (652148-93-1)

Guidance literature:

2-Bromo-5-chloro-pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃;

2,3-dimethyl-2,3-butane diol; With acetic acid; In tetrahydrofuran;

DOI:10.1016/j.tet.2003.10.020

Reference yield:

→ 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (652148-93-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; for 4h; Inert atmosphere; Reflux;

Reference yield: 87.0%

methyl 3-bromo-5-iodobenzoate (188813-07-2) + 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (652148-93-1) → 3-bromo-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester (1150263-42-5)

Guidance literature:

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

DOI:10.1016/j.bmcl.2018.02.039

upstream raw materials:

2-Bromo-5-chloro-pyridine

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

2-biphenyl-4-yl-5-chloropyridine

2-({1-[4-(5-chloropyridin-2-yl)benzoyl]piperidin-4-yl}methyl)-N-(2-methoxyethyl)-4-methyl-2H-indazole-5-carboxamide

3-bromo-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester

3-(5-chloropyridin-2-yl)-5-(1-hydroxy-1-methylethyl)-N-{(1R)-1-[1-oxido-6-(trifluoromethyl)pyridin-3-yl]ethyl}benzamide