2-Bromo-4,6-dimethylpyridine

Base Information

• Chemical Name: 2-Bromo-4,6-dimethylpyridine
• CAS No.: 4926-26-5
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 2933399090
• European Community (EC) Number: 833-785-0
• DSSTox Substance ID: DTXSID10566364
• Wikidata: Q72455038
• Mol file: 4926-26-5.mol

Synonyms:2-Bromo-4,6-dimethylpyridine;4926-26-5;Pyridine, 2-bromo-4,6-dimethyl-;MFCD00082591;2-Bromo-4,6-lutidine;SCHEMBL927252;2,4-dimethyl-6-bromo-pyridine;2-Bromo-4,6-dimethyl-pyridine;DTXSID10566364;IRTOCXBLUOPRFT-UHFFFAOYSA-N;CS-D1000;AKOS006272134;2-Bromo-4 pound not6-dimethylpyridine;AB03103;AC-33413;DS-10678;SY031510;A7369;AM20061250;B5254;J-508264

Chemical Property of 2-Bromo-4,6-dimethylpyridine

Chemical Property:

• Appearance/Colour: Light yellow cryst.
• Refractive Index: 1.5510 to 1.5550
• Boiling Point: 228.594 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 92.051 °C
• PSA: 12.89000
• Density: 1.416 g/cm³
• LogP: 2.46090
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.98401
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4,6-dimethylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC(=C1)Br)C
• Uses: 2-Bromo-4,6-dimethylpyridine is a reactant in regioselective and diastereoselective syntheses of the natural product CCR5 antagonist anibamine and its three olefin isomers.

Technology Process of 2-Bromo-4,6-dimethylpyridine

There total 2 articles about 2-Bromo-4,6-dimethylpyridine 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: 68.0%

2-Amino-4,6-dimethylpyridine (5407-87-4) → 2-bromo-4,6-dimethyl pyridine (4926-26-5)

Guidance literature:

2-Amino-4,6-dimethylpyridine; With hydrogen bromide; bromine; sodium nitrite; at -10 - 0 ℃; for 0.5h;

With sodium hydroxide; In water; at 10 ℃;

DOI:10.1021/jo2013669

Reference yield: 55.0%

→ 2-bromo-4,6-dimethyl pyridine (4926-26-5)

Guidance literature:

Reference yield: 95.0%

2-bromo-4,6-dimethyl pyridine (4926-26-5) + 2,6-bis(6-trifluoromethanesulfonylpyridazin-3-yl)pyridine (1256563-05-9) → 2,6-bis[6-(4,6-dimethylpyridin-2-yl)pyridazin-3-yl]pyridine (1256563-02-6)

Guidance literature:

2-bromo-4,6-dimethyl pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

2,6-bis(6-trifluoromethanesulfonylpyridazin-3-yl)pyridine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 48h; Reflux;

DOI:10.1002/chem.201000859

upstream raw materials:

2-Amino-4,6-dimethylpyridine

Downstream raw materials:

4,6-Dimethyl-2-(1-methylhydrazino)pyridine

4,4',6,6'-tetramethyl-2,2'-bipyridine

4,6-dimethyl-2-phenyl pyridine

(4,6-dimethyl-pyridin-2-yl)-2,3-dihydro-3-oxo-1H-isoindol-1-one

Refernces

• 1、 Martin, David P.,Blachly, Patrick G.,McCammon, J. Andrew,Cohen, Seth M.. "Exploring the influence of the protein environment on metal-binding pharmacophores". supporting information. p. 7126 - 7135. Retrieved 2014/11/07.
• 2、 -. "LINEAR PYRIDAZINE AND PYRROLE COMPOUNDS, METHOD FOR OBTAINING THEM AND APPLICATIONS". Page/Page column 33. . Retrieved 2010/02/16.