6-Methoxy-4-methylpyridin-3-ylboronic acid

Base Information

• Chemical Name: 6-Methoxy-4-methylpyridin-3-ylboronic acid
• CAS No.: 503184-35-8
• Molecular Formula: C7H10BNO3
• Molecular Weight: 166.972
• Hs Code.: 2933399090
• European Community (EC) Number: 801-115-6
• DSSTox Substance ID: DTXSID10376723
• Wikidata: Q82165627
• Mol file: 503184-35-8.mol

Synonyms:503184-35-8;6-Methoxy-4-methylpyridin-3-ylboronic acid;2-METHOXY-4-METHYLPYRIDINE-5-BORONIC ACID;(6-methoxy-4-methylpyridin-3-yl)boronic acid;2-Methoxy-4-methyl-pyridine-5-boronic acid;(6-METHOXY-4-METHYL-3-PYRIDYL)BORONIC ACID;MFCD07368880;2-Methoxy-4-picoline-5-boronic acid;BARIUMNEODECANOATE;SCHEMBL1459819;BORONIC ACID, (6-METHOXY-4-METHYL-3-PYRIDINYL)-;DTXSID10376723;RLWTZURPSVMYGG-UHFFFAOYSA-N;AMY29828;BBL102138;STL555937;AKOS006284813;AB32136;AC-27946;AS-18713;2-methoxy-4-methylpyridin-5-ylboronic acid;6-methoxy-4-methylpyridin-3-yl boronic acid;A7468;CS-0175836;FT-0650049;EN300-3246502;6-METHOXY-4-METHYLPYRIDIN-3-YLBORONICACID;J-518848;2-methoxy-4-methylpyridine-5-boronic acid, AldrichCPR

Chemical Property of 6-Methoxy-4-methylpyridin-3-ylboronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 339.192 °C at 760 mmHg
• Flash Point: 158.938 °C
• PSA: 62.58000
• Density: 1.206 g/cm³
• LogP: -0.92160
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.0753733
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-4-methylpyridin-3-ylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1C)OC)(O)O

Technology Process of 6-Methoxy-4-methylpyridin-3-ylboronic acid

There total 3 articles about 6-Methoxy-4-methylpyridin-3-ylboronic 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: 93.0%

5-bromo-2-methoxy-4-methylpyridine (164513-39-7) → (6-methoxy-4-methylpyridin-3-yl)boronic acid (503184-35-8)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -100 - 20 ℃; for 20.5h;

DOI:10.1016/S0960-894X(02)00835-1

Reference yield:

C13H22BNO3 → (6-methoxy-4-methylpyridin-3-yl)boronic acid (503184-35-8)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; hexane; Inert atmosphere;

DOI:10.1021/jm900025h

Reference yield:

→ (6-methoxy-4-methylpyridin-3-yl)boronic acid (503184-35-8)

Guidance literature:

upstream raw materials:

5-bromo-2-methoxy-4-methylpyridine

Downstream raw materials:

5-(6-methoxy-4-methylpyridin-3-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine

2-(2-chloro-6-fluorophenyl)-5-(6-methoxy-4-methylpyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

2-(4-(6-methoxy-4-methylpyridin-3-yl)benzyloxy)nicotinamide

3-[2-chloro-4-(6-methoxy-4-methyl-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride

Refernces

• 1、 Gilligan, Paul J.,Clarke, Todd,He, Liqi,Lelas, Snjezana,Li, Yu-Wen,Heman, Karen,Fitzgerald, Lawrence,Miller, Keith,Zhang, Ge,Marshall, Anne,Krause, Carol,McElroy, John F.,Ward, Kathyrn,Zeller, Kim,Wong, Harvey,Bai, Steven,Saye, Joanne,Grossman, Scott,Zaczek, Robert,Arneric, Stephen P.,Hartig, Paul,Robertson, David,Trainor, George. "Synthesis and structure-activity relationships of 8-(pyrid-3-yl)pyrazolo[1, 5-a]-1,3,5-triazines: Potent, orally bioavailable corticotropin releasing factor receptor-1 (CRF1) antagonists". experimental part. p. 3084 - 3092. Retrieved 2010/02/28.
• 2、 Arvanitis, Argyrios G,Arnold, Charles R,Fitzgerald, Lawrence W,Frietze, William E,Olson, Richard E,Gilligan, Paul J,Robertson, David W. "CRF ligands via Suzuki and Negishi couplings of 3-pyridyl boronic acids or halides with 2-benzyloxy-4-chloro-3-nitropyridine.". . p. 289 - 291. Retrieved 2007/10/03.