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
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 |
