6-Bromopyridine-3-boronic Acid

Product Information

Molecular Formula:
C5H5BrNO2B
Molecular Weight:
201.81
Description
Reactant involved in: Iterative cross-coupling reactions for synthesis of non-cytotoxic terpyridines; The Garlanding approach for synthesis of phenyl-pyridyl scaffolds; Cyanation for synthesis of aromatic nitriles; Suzuki-Miyaura cross-coupling with dihalopyridines and dihalobipyridines; Petasis boronic Mannich reaction.
Synonyms
(6-bromo-3-pyridinyl)boronic acid; (6-bromopyridin-3-yl)boronic acid
IUPAC Name
(6-bromopyridin-3-yl)boronic acid
Canonical SMILES
B(C1=CN=C(C=C1)Br)(O)O
InChI
InChI=1S/C5H5BBrNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
InChI Key
BCYWDUVHAPHGIP-UHFFFAOYSA-N
Boiling Point
358.2 °C at 760 mmHg
Melting Point
161-166 °C
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.78 g/cm3
Storage
2-8 °C
LogP
-0.47610

Safety Information

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
200.95967 g/mol
Monoisotopic Mass
200.95967 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-112125827-A Synthetic method for derivatization reagent of steroid compound containing carbonyl 2020-09-30
WO-2022049134-A1 Heterocyclic compounds 2020-09-03
WO-2022029617-A1 6-substituted pyridazine compounds as smarca2 and/or smarca4 degraders 2020-08-04
WO-2021110614-A1 HYDROPYRIDO[1,2-α]PYRAZINE COMPOUNDS FOR THE TREATMENT OF AUTOIMMUNE DISEASE 2019-12-03
US-2021106588-A1 Bicyclic heterocycles as fgfr inhibitors 2019-10-14
WO-2021076602-A1 Bicyclic heterocycles as fgfr inhibitors 2019-10-14
TW-202128685-A Bicyclic heterocycles as fgfr inhibitors 2019-10-14
WO-2021011913-A1 Tau-protein targeting compounds and associated methods of use 2019-07-17
KR-20200069453-A Compounds comprising benzophenone group, Organic electronic device comprising organic layers comprising the photo-cured of the monomer compounds 2018-12-06
KR-20210023952-A Compounds comprising benzophenone group, Organic electronic device comprising organic layers comprising the photo-cured of the monomer compounds 2018-12-06

Literatures

PMID Publication Date Title Journal
22967574 2012-09-15 A new derivatization approach for the rapid and sensitive analysis of brassinosteroids by using ultra high performance liquid chromatography-electrospray ionization triple quadrupole mass spectrometry Talanta
22272238 2012-01-01 Non inflammatory boronate based glucose-responsive insulin delivery systems PloS one
19111668 2009-03-15 An approach based on liquid chromatography/electrospray ionization-mass spectrometry to detect diol metabolites as biomarkers of exposure to styrene and 1,3-butadiene Analytical biochemistry
12711779 2003-03-01 2-(6-bromopyridin-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and (6-bromopyridin-3-yl)boronic acid, new bifunctional building blocks for combinatorial chemistry Acta crystallographica. Section C, Crystal structure communications
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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