(6-Ethoxypyridin-3-yl)boronic acid

Base Information

• Chemical Name: (6-Ethoxypyridin-3-yl)boronic acid
• CAS No.: 612845-44-0
• Molecular Formula: C7H10BNO3
• Molecular Weight: 166.972
• Hs Code.: 2933399090
• European Community (EC) Number: 676-618-5
• ChEMBL ID: CHEMBL3236877
• DSSTox Substance ID: DTXSID10475801
• Nikkaji Number: J1.909.710B
• Wikidata: Q72472047
• Mol file: 612845-44-0.mol

Synonyms:612845-44-0;(6-ethoxypyridin-3-yl)boronic acid;2-Ethoxy-5-pyridineboronic acid;6-Ethoxypyridine-3-Boronic Acid;6-Ethoxy-3-pyridinylboronic acid;2-Ethoxypyridine-5-boronic acid;6-ethoxypyridin-3-ylboronic acid;2-Ethoxy-5-pyridylboronic acid;BORONIC ACID, (6-ETHOXY-3-PYRIDINYL)-;MFCD06201032;6-Ethoxy-3-pyridylboronic Acid;SCHEMBL4540;CHEMBL3236877;DTXSID10475801;UONCERAQKBPLML-UHFFFAOYSA-N;(6-ethoxypyridin-3-yl)boronicacid;2-ETHOXY-5-PYRIDINEBORONICACID;AKOS015838993;AB23096;CS-W017852;AC-33465;AS-18747;SY025060;AM20070149;E1115;FT-0644802;EN300-316406;A833146;BORONIC ACID, B-(6-ETHOXY-3-PYRIDINYL)-;2-(2-hydroxy-3,5-di-tert-butylphenyl)benzotriazole;J-509296;(6-ethoxy-3-pyridyl)boronic acid;(6-Ethoxypyridin-3-yl)boronic acid

Chemical Property of (6-Ethoxypyridin-3-yl)boronic acid

Chemical Property:

• Appearance/Colour: white or cream-colored powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 102-104°C
• Refractive Index: 1.518
• Boiling Point: 322.5 °C at 760 mmHg
• PKA: 7.28±0.10(Predicted)
• Flash Point: 148.9 °C
• PSA: 62.58000
• Density: 1.202 g/cm³
• LogP: -0.83990
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.0753733
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

98% ^*data from raw suppliers

2-Ethoxy-5-pyridineboronic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1)OCC)(O)O

Technology Process of (6-Ethoxypyridin-3-yl)boronic acid

There total 1 articles about (6-Ethoxypyridin-3-yl)boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

5-bromo-2-ethoxypyridine (55849-30-4) → 2-ethoxy-5-pyridineboronic acid (612845-44-0)

Guidance literature:

5-bromo-2-ethoxypyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h;

With Triisopropyl borate; In diethyl ether; hexane; at -78 ℃; for 2h;

DOI:10.1055/s-2003-39158

Reference yield: 94.0%

C14H11BrN2O2S + 2-ethoxy-5-pyridineboronic acid (612845-44-0) → C21H19N3O3S

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; at 150 ℃; for 1h; Microwave irradiation;

DOI:10.1080/14756366.2018.1501043

Reference yield: 90.0%

[palladium(II)chloride(PPh3)(η5-C5H5)iron(II)(η5-C5H3(NC5H3Br))] (1350659-26-5) + 2-ethoxy-5-pyridineboronic acid (612845-44-0) → [palladium(II)chloride(PPh3)(η5-C5H5)iron(II)(η5-C5H3(NC5H3C5H3N(OC2H5)))]

Guidance literature:

With K₂CO₃; In 1,4-dioxane; Schlenk technique, under N2: react. of Fe complex (0.5 mmol) and (OH)2BC5H3N(OEt) (0.6 mmol) in presence of K2CO3 (1 mmol) at 110°C for 24 h; organic layer sepd., aq. layer extracted with CH2Cl2, combined organic layer washed with H2O, dried with MgSO4, filtered, solvent evapd., chromd. (silica gel);

DOI:10.1002/ejic.201100617

upstream raw materials:

5-bromo-2-ethoxypyridine

Downstream raw materials:

C₃₃H₂₆N₄O₃

[Fe(C₅H₅)(C₅H₃C₄H₂N₂C₅H₃N(OC₂H₅))PdCl(P(C₆H₅)3)]

6-(4-(6-ethoxypyridin-3-yl)phenyl)-2-oxo-4-p-tolyl-6-(trifluoromethyl)-1,2,5,6-tetrahydropyridine-3-carbonitrile

5-cyclohexyl-2-ethoxypyridine

Refernces