2,6-Dichloro-4-methylpyridine

Base Information

• Chemical Name: 2,6-Dichloro-4-methylpyridine
• CAS No.: 39621-00-6
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 2933399090
• European Community (EC) Number: 689-347-2
• DSSTox Substance ID: DTXSID40447576
• Nikkaji Number: J403.464C
• Wikidata: Q72466902
• Mol file: 39621-00-6.mol

Synonyms:2,6-Dichloro-4-methylpyridine;39621-00-6;2,6-Dichloro-4-picoline;2,6-dichloro-4-methyl-pyridine;Pyridine, 2,6-dichloro-4-methyl-;MFCD09264302;SCHEMBL165100;DTXSID40447576;GTHRJKYVJZJPCF-UHFFFAOYSA-N;BBL101648;SC1641;STL555444;AKOS006280737;CS-W003612;PB31372;PS-5605;AC-25259;SY004679;AM20061849;FT-0654221;EN300-73243;A824652;J-400211

Chemical Property of 2,6-Dichloro-4-methylpyridine

Chemical Property:

• Vapor Pressure: 0.0561mmHg at 25°C
• Melting Point: 65.0-66.0 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.547
• Boiling Point: 241.3 °C at 760 mmHg
• PKA: -2.22±0.10(Predicted)
• Flash Point: 123 °C
• PSA: 12.89000
• Density: 1.319 g/cm³
• LogP: 2.69680
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dichloro-4-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC(=C1)Cl)Cl
• Uses: 2,6-Dichloro-4-methylpyridine is used in preparation of substituted phenoxymethyl benzoic acids and related products as modulators of Mas-related G-protein receptor X4.

Technology Process of 2,6-Dichloro-4-methylpyridine

There total 10 articles about 2,6-Dichloro-4-methylpyridine 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: 52.0%

trimethyl phosphite (512-56-1) + 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (408492-27-3) → 2,6-dichloro-4-picoline (39621-00-6)

Guidance literature:

With copper(l) iodide; lithium iodide; lithium tert-butoxide; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.8b10076

Reference yield: 43.0%

2-chloro-4-methylpyridin-N-oxide (52313-61-8) → 2,6-dichloro-4-picoline (39621-00-6)

Guidance literature:

With trichlorophosphate; at 95 ℃;

Reference yield:

2,6-dichloropyridine (2402-78-0) + methyl iodide (74-88-4) → 2,6-dichloro-4-picoline (39621-00-6) + 2,6-dichloro-3-methylpyridine (58584-94-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, -80 deg C, 30 min, 2) 30 min;

DOI:10.1021/jo00015a041

upstream raw materials:

P,P-dichlorophenylphosphine oxide

4-methyl-2,6-dihydroxypyridine

2,6-dichloropyridine

methyl iodide

Downstream raw materials:

2-amino-6-chloro-4-methylpyridine

(S)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4-methyl-2-amine

dimethyl 4-methylpyridine-2,6-dicarboxylate

methyl 6-(hydroxymethyl)-4-methylpicolinate