2-Chloro-5-pyridylboronic Acid
Product Information
Molecular Formula
C5H5ClNO2B
Molecular Weight
157.36
Description
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.
Synonyms
(6-chloro-3-pyridinyl)boronic acid; (6-chloropyridin-3-yl)boronic acid
IUPAC Name
(6-chloropyridin-3-yl)boronic acid
SMILES
B(C1=CN=C(C=C1)Cl)(O)O
InChI
InChI=1S/C5H5BClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
InChI Key
WPAPNCXMYWRTTL-UHFFFAOYSA-N
Boiling Point
336.9 °C at 760 mmHg
Melting Point
165 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.41 g/cm3
LogP
-0.58520
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
157.0101863 g/mol
Monoisotopic Mass
157.0101863 g/mol
Topological Polar Surface Area
53.4Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
114
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114031623-A | C14Amino-substituted tetrandrine derivative and preparation and application thereof | 2021-11-12 |
| CN-113979928-A | Preparation method of 2-chloro-5-nitropyridine | 2021-10-18 |
| CN-112961147-A | Nitrogen-containing compound and organic electroluminescent device thereof | 2021-02-09 |
| CN-112961147-B | Nitrogen-containing compound and organic electroluminescent device thereof | 2021-02-09 |
| CN-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| CN-112552296-A | Fluorescent polymer and application thereof in oil tank soil leakage monitoring | 2020-11-30 |
| CZ-34975-U1 | Human constitutive adrostane receptor ligands | 2020-11-09 |
| WO-2022020342-A1 | Indole compounds as androgen receptor modulators | 2020-07-20 |
| WO-2021231546-A1 | Substituted pyridazinone for use in the treatment of neuromuscular diseases | 2020-05-13 |
| WO-2021210970-A1 | Pyridopyrimidinone derivatives and their use as aryl hydrocarbon receptor modulators | 2020-04-17 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 12375993 | 2002-10-18 | Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines | The Journal of organic chemistry |
