4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98

Base Information

• Chemical Name: 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98
• CAS No.: 452972-15-5
• Molecular Formula: C11H15BClNO2
• Molecular Weight: 239.51
• Hs Code.: 2933399090
• Mol file: 452972-15-5.mol

Synonyms:2-(4-Chloro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;

Chemical Property of 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98

Chemical Property:

• Appearance/Colour: cream powder
• Vapor Pressure: 0.000402mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: 1.505
• Boiling Point: 326.774 °C at 760 mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 151.428 °C
• PSA: 31.35000
• Density: 1.145 cm³
• LogP: 2.03420
• Storage Temp.: Keep Cold

Purity/Quality:

98% ^*data from raw suppliers

4-Chloropyridine-3-boronic acid, pinacol ester 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloropyridine-3-boronic acid pinacol ester, HCl

Technology Process of 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98

There total 4 articles about 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 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: 41.0%

4-Chloropyridine (626-61-9) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 4-chloro-3-( 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (452972-15-5)

Guidance literature:

4-Chloropyridine; With lithium diisopropyl amide; In diethyl ether; at -60 ℃; for 0.75h;

With Triisopropyl borate; In diethyl ether; at -60 - 20 ℃;

2,3-dimethyl-2,3-butane diol; With acetic acid; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00283-1

Reference yield: 20.0%

3-bromo-4-chloropyridine (36953-42-1) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 4-chloro-3-( 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (452972-15-5)

Guidance literature:

3-bromo-4-chloropyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h;

With Triisopropyl borate; In diethyl ether; at -78 - 20 ℃;

2,3-dimethyl-2,3-butane diol; With acetic acid; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(02)00283-1

Reference yield:

2-dimethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (557087-01-1) + 4-chlorpyridine hydrochloride (7379-35-3) → 4-chloro-3-( 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (452972-15-5)

Guidance literature:

2-dimethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 4-chlorpyridine hydrochloride; With n-butyllithium; diisopropylamine; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

With lithium diisopropyl amide; In diethyl ether; at 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-Chloropyridine

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

3-bromo-4-chloropyridine

2-dimethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Bouillon, Alexandre,Lancelot, Jean-Charles,Collot, Valerie,Bovy, Philippe R.,Rault, Sylvain. "Synthesis of novel halopyridinylboronic acids and esters. Part 2: 2,4, or 5-Halopyridin-3-yl-boronic acids and esters". . p. 3323 - 3328. Retrieved 2007/10/03.