2-Methoxy-5-pyridineboronic acid

Base Information

• Chemical Name: 2-Methoxy-5-pyridineboronic acid
• CAS No.: 163105-89-3
• Molecular Formula: C6H8BNO3
• Molecular Weight: 152.945
• Hs Code.: 29339900
• European Community (EC) Number: 672-299-1
• DSSTox Substance ID: DTXSID80370258
• Nikkaji Number: J1.751.338I
• Wikidata: Q72485733
• ChEMBL ID: CHEMBL3236876
• Mol file: 163105-89-3.mol

Synonyms:163105-89-3;2-Methoxy-5-pyridineboronic acid;(6-methoxypyridin-3-yl)boronic Acid;2-Methoxypyridine-5-boronic acid;6-methoxypyridin-3-ylboronic acid;6-methoxypyridine-3-boronic acid;2-methoxy-5-pyridinylboronic acid;6-methoxy-pyridine-3-boronic acid;6-METHOXY-3-PYRIDINYLBORONIC ACID;MFCD02093044;6-methoxypyridin-3-yl-3-boronic acid;Boronic acid, (6-methoxy-3-pyridinyl)-;6-Methoxy-3-pyridylboronic Acid;(6-methoxy-3-pyridyl)boronic acid;N-Methacryloglglycine;SCHEMBL4942;2-methoxy-5-pyridinboronic acid;CHEMBL3236876;DTXSID80370258;2-methoxy-5-pyridin boronic acid;2-methoxy-5-pyridyl-boronic acid;2-methoxypyridin-5-ylboronic acid;DHADXDMPEUWEAS-UHFFFAOYSA-N;2-methoxy-5-pyridine boronic acid;2-methoxy-5-pyridine-boronic acid;2-methoxy-pyridine-5-boronic acid;6-methoxy-3-pyridine boronic acid;(6-methoxypyridin-3-yl)boronicAcid;2-methoxypyridin-5-yl-boronic acid;6-methoxy-3-pyridinyl-boronic acid;6-methoxy-pyridin-3-ylboronic acid;6-methoxypyridin-3-yl-boronic acid;BCP07170;2-(methoxy)pyridine-5-boronic acid;(2-methoxy-5-pyridinyl)boronic acid;(2-methoxypyridin-5-yl)boronic acid;(6-methoxy-3-pyridinyl)boronic acid;6-methoxy-pyridin-3-yl boronic acid;6-methoxy-pyridin-3-yl-boronic acid;BBL100442;STL554236;(6-methoxypyridin-3-yl) boronic acid;AKOS002670079;AB10717;AC-6982;CH-0005;CS-W019911;SB11188;(6-methoxy-pyridin-3-yl)-boronic acid;6-METHOXY-3-PYRIDINEBORONIC ACID;[6-(methyloxy)-3-pyridinyl]boronic acid;BP-10395;SY005271;AM20050860;FT-0604838;M2029;EN300-56543;6-Methoxy-3-pyridinylboronic acid, >=95.0%;A810445;BORONIC ACID, B-(6-METHOXY-3-PYRIDINYL)-;J-010003;J-518863;Z858028390

Chemical Property of 2-Methoxy-5-pyridineboronic acid

Chemical Property:

• Appearance/Colour: White to beige powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-140 °C(lit.)
• Refractive Index: 1.524
• Boiling Point: 313.2 °C at 760 mmHg
• PKA: 7.26±0.10(Predicted)
• Flash Point: 143.2 °C
• PSA: 62.58000
• Density: 1.249 g/cm³
• LogP: -1.23000
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.0597233
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

6-Methoxypyridin-3-ylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-36/37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1)OC)(O)O
• Uses: 2-Methoxypyridine-5-boronic acid is used in cosmetics, coatings candles.

Technology Process of 2-Methoxy-5-pyridineboronic acid

There total 8 articles about 2-Methoxy-5-pyridineboronic 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: 89.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -50 ℃;

With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -50 - -15 ℃;

With sodium hydroxide; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jm049696n

Reference yield: 89.0%

→ 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8)

Guidance literature:

Reference yield: 67.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + Triisopropyl borate (5419-55-6) → 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; pH=3 - 4;

upstream raw materials:

2-methoxy-5-bromopyridine

Trimethyl borate

Triisopropyl borate

2,5-dibromopyridine

Downstream raw materials:

N,N-bis(4-methoxybenzyl)-4-(2-(6-methoxypyridin-3-ylamino)phenyl)-6-methyl-1,3,5-triazin-2-amine

(6S)-6-{[2-(6-methoxy-3-pyridinyl)benzyl]oxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

methyl 2-(2-methoxypyridin-5-yl)phenylacetate

3-bromo-1-(3-methoxyphenyl)-5-(2-pyridyl)-1,2-dihydropyridin-2-one

Refernces

• 1、 -. "PYRAZOLOPYRIMIDINE DERIVATIVE AND USE THEREOF AS PI3K INHIBITOR". Paragraph 0098-0100. . Retrieved 2021/06/03.
• 2、 -. "COMBINATION THERAPY WITH A PHOSPHOINOSITIDE 3-KINASE INHIBITOR WITH A ZINC BINDING MOIETY". Page/Page column 26; 29. . Retrieved 2018/05/24.