444120-91-6

Basic information

• Product Name: 2-Chloropyridine-5-boronic acid
• Synonyms: 2-CHLORO-5-PYRIDYL BORONIC ACID;2-CHLORO-5-PYRIDINEBORONIC ACID;2-CHLOROPYRIDIN-5-YLBORONIC ACID;2-CHLOROPYRIDINE-5-BORONIC ACID;(6-CHLOROPYRIDIN-3-YL)BORONIC ACID;6-CHLOROPYRIDIN-3-YL-3-BORONIC ACID;6-CHLOROPYRIDINE-3-BORONIC ACID;6-CHLORO-3-PYRIDINYLBORONIC ACID
• CAS NO: 444120-91-6
• Molecular Formula: C₅H₅BClNO₂
• Molecular Weight: 157.36
• EINECS: -0
• Product Categories: BORONICACID;blocks;BoronicAcids;Pyridines;Pyridine;Boronic Acids & Esters;Boronic acids;Boronic acid;Organoborons;B (Classes of Boron Compounds);Chloropyridines;Halopyridines;Boronic Acids & Esters;Boric acid series;pyridine series;Boronate Ester;Potassium Trifluoroborate
• Mol File: 444120-91-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 165 °C(lit.)
• Boiling Point: 336.9 °C at 760 mmHg
• Flash Point: 157.5 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 4.27E-05mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 6.70±0.10(Predicted)
• BRN: 9119810
• CAS DataBase Reference: 2-Chloropyridine-5-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloropyridine-5-boronic acid(444120-91-6)
• EPA Substance Registry System: 2-Chloropyridine-5-boronic acid(444120-91-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 444120-91-6(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

6-Chloro-3-pyridinylboronic acid can be used:To prepare biologically significant 3-arylcoumarins by reacting with 3-chlorocoumarin through Suzuki reaction.As a substrate in the synthesis of 11-(pyridinylphenyl)steroid with progesterone agonist/antagonist profile.As a substrate in the preparation of α- secondary and tertiary pyridines by the reaction of pyridotriazoles with boronic acids.As a substrate in the palladium-catalyzed α-arylation of saturated cyclic amines and N-methyl amines.

InChI:InChI=1/C5H5BClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H

Upstream product

• 53939-30-3 5-bromo-2-chloropyridine 
• 1072-97-5 5-bromo-2-pyridylamine 
• 69045-79-0 2-choro-5-iodopyridine 
• 16110-09-1 2,5 dichloropyridine 
• 20511-12-0 2-amino-5-iodopyridine 
• 504-29-0 2-aminopyridine 

Downstream Products

• 1254565-63-3 propane-1-sulfonic acid {3-[5-(6-chloro-pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl}-amide 
• 118559-21-0 2-chloro-5-pentafluoroethylpyridine 

Relevant articles and documents

METHOD FOR PRODUCING 6-HALOGENO-3-ARYLPYRIDINE DERIVATIVE

[Problem] The present invention provides an industrially advantageous production method of a 6-halogeno-3-arylpyridine derivative in which cryogenic condition is not required, production step is short, and an isomer difficult to be separated is not produced as a by-product. [Solution] A production method of a 6-halogeno-3-arylpyridine derivative represented by the general formula (III) comprising: the first step reacting a 2, 5-dihalogenopyridine derivative represented by the general formula (I) with a magnesiation reagent; and the second step reacting the product obtained from the above-described first step, in the presence of a palladium compound, with a halogenoaryl derivative represented by the general formula (II).

SYNTHETIC COMPOUNDS AND DERIVATIVES AS MODULATORS OF SMOKING OR NICOTINE INGESTION AND LUNG CANCER

Disclosed are nicotine-related compounds that selectively inhibit cytochrome P-450 2A6 (CYP2A6), selectively inhibit cytochrome P-450 2A13 (CYP2A13), and/or selectively modulate a nicotinic acetylcholine receptor (nAChR). Also disclosed are pharmaceutical compositions comprising a compound of the invention, as well as methods of using the pharmaceutical compositions for treating or preventing a disease or disorder associated with nicotine-ingestion, or a disease or disorder amenable to treatment by selective modulation of nAChRs.

An efficient route to 6-(het)aryl-2-methyl-2,3-dihydro-1H-pyridin-4-ones as potential nAChRs ligands

A new efficient pathway to synthesise 6-(het)aryl-2-methyl-2,3-dihydro-1H- pyridin-4-ones is described. This reaction sequence involved, as a key step, a Suzuki cross-coupling reaction between various boronic acids and an 6-iodo-2,3-dihydropyridin-4-one. A final deprotecting step furnished the attempted products.