CAS 381248-04-0 2-Chloropyridine-3-boronic acid

NAVIGATION

2-Chloropyridine-3-boronic acid

PRICE INQUIRY

Catalog Number

ACM381248040-1

CAS Number

381248-04-0

Product Name

2-Chloropyridine-3-boronic acid

Structure

Category

Salt

Synonyms

AKOS BRN-0504;2-CHLORO-3-PYRIDINYL-BORONIC ACID;2-CHLORO-3-PYRIDINEBORONIC ACID;2-CHLORO-3-PYRIDYL BORONIC ACID;2-CHLOROPYRIDINE-3-BORONIC ACID;2-CHLOROPYRIDIN-3-YLBORONIC ACID;3-Chlorpyridine-3-boronic acid;2-Chloro-5-Trimethoxyphenylboronic acid

IUPAC Name

(2-chloropyridin-3-yl)boronic acid

Molecular Weight

157.36g/mol

Molecular Formula

C5H5BClNO2

Canonical SMILES

B(C1=C(N=CC=C1)Cl)(O)O

InChI

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

InChI Key

VRDAOVQZVXYRNH-UHFFFAOYSA-N

Application

2-Chloropyridine-3-boronic acid is primarily used as a key reactant in various synthesis processes, enabling the creation of complex organic compounds through advanced chemical reactions. It plays a fundamental role in the synthesis of Et canthinone-3-carboxylates by facilitating a Pd-catalyzed Suzuki-Miyaura coupling, followed by a Cu-catalyzed amidation reaction. Additionally, it is instrumental in the preparation of arylmethylpyrrolidinylmethanols and their amine derivatives, involving a reaction with MIDA and subsequent Suzuki reactions with halides or aminating with amines. This compound also contributes to developing arylazabicyclooctane derivatives, which are being explored as potential arginine vasopressin receptor antagonists. Furthermore, 2-Chloropyridine-3-boronic acid aids in the regioselective preparation of halo-oligopyridines and oligopyridines through the Suzuki-Miyaura cross-coupling reaction, highlighting its versatility and significance in chemical synthesis.

Complexity

114

Covalently-Bonded Unit Count

Exact Mass

157.010186g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

157.010186g/mol

Rotatable Bond Count

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