2-Methylpyridine-4-boronic acid

Base Information

• Chemical Name: 2-Methylpyridine-4-boronic acid
• CAS No.: 579476-63-4
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.946
• Hs Code.: 2933399090
• European Community (EC) Number: 640-238-8
• DSSTox Substance ID: DTXSID00400622
• Nikkaji Number: J2.808.885J
• Wikidata: Q72496506
• Mol file: 579476-63-4.mol

Synonyms:2-Methylpyridine-4-boronic acid;579476-63-4;(2-methylpyridin-4-yl)boronic Acid;2-Picoline-4-boronic acid;2-methylpyridin-4-ylboronic acid;2-Methylpyridine-4-boronicacid;2-METHYL-4-PYRIDINEBORONIC ACID;(2-Methyl-4-pyridinyl)boronic acid;2-METHYLPYRIDIN-4-YL-4-BORONIC ACID;BORONIC ACID, (2-METHYL-4-PYRIDINYL)-;MFCD03095364;(2-Methyl-4-pyridinyl)-boronic acid;SCHEMBL8870;2-methylpyridin-4-boronic acid;2-methyl-4-pyridinylboronic acid;DTXSID00400622;2-methyl-4-pyridine boronic acid;2-methyl-pyridine 4-boronic acid;UFYBTLOLWSABAU-UHFFFAOYSA-N;2-methylpyridin-4-yl boronic acid;(2-methylpyridin-4-yl)boronicAcid;BCP05471;STR09910;2-Methyl-4-(dihydroxyboryl)pyridine;BBL101730;STL555527;(2-methylpyridin-4-yl) boronic acid;AKOS005256393;AB13715;CS-W004821;2-picoline-4-boronic acid, AldrichCPR;AC-30050;BP-10187;BP-31047;4-ETHYLBENZENESULFONICACIDSODIUMSALT;A8241;AM20061340;FT-0602141;EN300-148654;J-510090

Chemical Property of 2-Methylpyridine-4-boronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00042mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 311.2 °C at 760 mmHg
• PKA: 7?+-.0.10(Predicted)
• Flash Point: 142 °C
• PSA: 53.35000
• Density: 1.18 g/cm³
• LogP: -0.93020
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.0648087
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-Methylpyridine-4-boronicacid 97.0% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=NC=C1)C)(O)O
• Uses: suzuki reaction (2-Methylpyridin-4-yl)boronic Acid (CAS# 579476-63-4) is used as a reagent in the preparation of dihydro-phenylquinazlinone derivatives as encephalitic alphaviruses inhibitors useful in the treatment of viral infections.

Technology Process of 2-Methylpyridine-4-boronic acid

There total 6 articles about 2-Methylpyridine-4-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: 80.0%

4-bromo-2-methylpyridine (22282-99-1) + Trimethyl borate (121-43-7,63156-11-6) → 2-methylpyridine-4-boronic acid (579476-63-4)

Guidance literature:

4-bromo-2-methylpyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

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

With water;

Reference yield:

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (660867-80-1) → 2-methylpyridine-4-boronic acid (579476-63-4)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 12h;

Reference yield:

4-bromo-2-methylpyridine (22282-99-1) + Triisopropyl borate (5419-55-6) → 2-methylpyridine-4-boronic acid (579476-63-4)

Guidance literature:

4-bromo-2-methylpyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.333333h; Microwave irradiation;

Triisopropyl borate; In diethyl ether; hexane; at -78 - 20 ℃; for 4h;

upstream raw materials:

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

4-bromo-2-methylpyridine

Triisopropyl borate

4-bromopyridine hydrochloride

Downstream raw materials:

2-(2-methylpyridin-4-yl)-5-nitrobenzonitrile

2-(7-(2-methylpyridin-4-yl)-3,4-dihydroisoquinolin-2(1H)-yl)-N-(4-(2-methylpyridin-4-yl)phenyl)propanamide

(+/-)-2-(3-methyl-5-(2-methylpyridin-4-yl)phenyl)-N-(4-(2-methylpyridin-4-yl)-phenyl)propanamide

3-[4-(2-picoline-4-yl)-benzamidomethyl]-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide

Refernces

• 1、 -. "Nitrogen-containing compound, electronic element and electronic device". Paragraph 0161-0163. . Retrieved 2020/05/01.
• 2、 -. "ARYLSULFONAMIDE-BASED MATRIX METALLOPROTEASE INHIBITORS". Page/Page column 84. . Retrieved 2009/10/22.