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5-Bromo-2-ethoxy-4-pyridineboronic acid

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5-Bromo-2-ethoxy-4-pyridineboronic acid Basic information
Application
Product Name:5-Bromo-2-ethoxy-4-pyridineboronic acid
Synonyms:5-BROMO-2-ETHOXYPYRIDIN-4-YLBORONIC ACID;5-BROMO-2-ETHOXYPYRIDINE-4-BORONIC ACID;Boronic acid, (5-broMo-2-ethoxy-4-pyridinyl)- (9CI);(5-Bromo-2-ethoxy-4-pyridyl)boronic acid;(5-bromo-2-ethoxypyridin-4-yl)boronicaci;(3-Bromo-5-ethoxypyridin-4-yl)boronic acid;(5-Bromo-2-ethoxy-4-pyridinyl)-boronic acid;5-Bromo-2-ethoxypyridine-4-boronicacid (contains varying amounts of Anhydride)
CAS:612845-46-2
MF:C7H9BBrNO3
MW:245.87
EINECS:
Product Categories:blocks;BoronicAcids;Bromides;Pyridines
Mol File:612845-46-2.mol
5-Bromo-2-ethoxy-4-pyridineboronic acid Structure
5-Bromo-2-ethoxy-4-pyridineboronic acid Chemical Properties
Melting point 103-105 °C
Boiling point 374.8±52.0 °C(Predicted)
density 1.61±0.1 g/cm3(Predicted)
storage temp. 2-8°C
form solid
pka6.88±0.58(Predicted)
InChI1S/C7H9BBrNO3/c1-2-13-7-3-5(8(11)12)6(9)4-10-7/h3-4,11-12H,2H2,1H3
InChIKeyRLPXRCAGOQMYBN-UHFFFAOYSA-N
SMILESCCOc1cc(B(O)O)c(Br)cn1
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany WGK 3
HS Code 2933399990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
5-Bromo-2-ethoxy-4-pyridineboronic acid Usage And Synthesis
Application5-Bromo-2-ethoxypyridine-4-boronic acid is an organic intermediate that can be used in coupling reactions such as Suzuki, and is mainly used in laboratory research and development processes and chemical and pharmaceutical synthesis processes.
SynthesisLDA (2.0 M in heptane-THF-ethylbenzene, 2.0 mL, 4.0 mmol) was added dropwise to a solution of 5-bromo-2-methoxypyridine (9) (727 mg, 3.9 mmol) in anhydrous THF (10 mL) at -78 C. The reaction mixture was stirred at -78 C for 1 h, then TIPB (1.5 g, 7.8 mmol) was added dropwise. The mixture was stirred at -78 C for 1 h, then quenched with H2O (10 mL) and allowed to warm to 20 C overnight. Post-treatment of the reaction solution (the aqueous layer was then acidified to pH 4 with 48% aqueous HBr to precipitate) gave the product 3-bromo-6-methoxy-4-pyridinylboronic acid. 5-Bromo-2-ethoxyarsenyl-4-boronic acid was synthesized with reference to the method described above from the following materials: a solution of 5-bromo-2-ethoxypyridine (10) (261 mg, 1.3 mmol), THF (10 mL), and LDA (2.0 M heptane-THF-ethylbenzene, 0.8 mL, 1.5 mmol). The product was a white solid (74 mg, 23%).
5-Bromo-2-ethoxy-4-pyridineboronic acid Preparation Products And Raw materials
Tag:5-Bromo-2-ethoxy-4-pyridineboronic acid(612845-46-2) Related Product Information
3,5,6-Trichloropyrid Sulfasalazine Sulfapyridine 2-Ethoxy-4-pyridinylboronic acid 5-Bromo-2-ethoxy-4-pyridineboronic acid 3-Bromopyridin-4-ylboronic acid 5-Bromo-2-ethoxypyridine 2-Methoxypyridne-4-boronic acid 5-Bromo-2-methoxypyridin-4-ylboronic acid