2-Chloropyridine-3-boronic Acid
Product Information
Molecular Formula
C5H5ClNO2B
Molecular Weight
157.36
Description
Reactant for: Synthesis of Et canthinone-3-carboxylates from Et 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate via a Pd-catalyzed Suzuki-Miyaura coupling and a Cu-catalyzed amidation reaction; Preparation of arylmethylpyrrolidinylmethanols and amine derivatives via reaction with MIDA followed by Suzuki reaction with halides or amination with amines; Preparation of arylazabicyclooctane derivatives as potential arginine vasopressin receptor antagonists; Regioselective preparation of halo-oligopyridines and oligopyridines by the Suzuki-Miyaura cross-coupling reaction May contain varying amounts of anhydride.
Synonyms
(2-chloro-3-pyridinyl)boronic acid; (2-chloropyridin-3-yl)boronic acid
IUPAC Name
(2-chloropyridin-3-yl)boronic acid
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
Boiling Point
349.3 °C at 760 mmHg
Melting Point
121-134 °C
Flash Point
Not applicable
Density
1.41 g/cm3
Storage
2-8 °C
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-113480576-A | Metal complex, organic electroluminescent element and consumer product | 2021-07-07 |
| US-2021167321-A1 | Inorganic light emitting diode and inorganic light emitting device including the same | 2019-11-28 |
| WO-2020161623-A1 | N-(pyridin-2-yl)pyridine-sulfonamide derivatives and their use in the treatment of disease | 2019-02-06 |
| CN-113423702-A | N- (pyridin-2-yl) pyridine-sulfonamide derivatives and their use in the treatment of disease | 2019-02-06 |
| EP-3921313-A1 | N-(pyridin-2-yl)pyridine-sulfonamide derivatives and their use in the treatment of disease | 2019-02-06 |
| WO-2020128925-A1 | Macrocyclic compounds and their use in the treatment of disease | 2018-12-21 |
| AU-2019404934-A1 | Macrocyclic compounds and their use in the treatment of disease | 2018-12-21 |
| CA-3119656-A1 | Macrocyclic compounds and their use in the treatment of disease | 2018-12-21 |
| CN-113227087-A | Macrocyclic compounds and their use in the treatment of disease | 2018-12-21 |
| EP-3898621-A1 | Macrocyclic compounds and their use in the treatment of disease | 2018-12-21 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21655328 | 2011-01-01 | Design, synthesis, and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signaling in yeast | PloS one |
| 20337440 | 2010-04-22 | A solid-state (11)b NMR and computational study of boron electric field gradient and chemical shift tensors in boronic acids and boronic esters | The journal of physical chemistry. A |
