5-Bromo-2-chloro-4-methylpyridine

Base Information

• Chemical Name: 5-Bromo-2-chloro-4-methylpyridine
• CAS No.: 778611-64-6
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 29333990
• European Community (EC) Number: 689-064-4
• DSSTox Substance ID: DTXSID50370306
• Wikidata: Q72453023
• Mol file: 778611-64-6.mol

Synonyms:5-BROMO-2-CHLORO-4-METHYLPYRIDINE;778611-64-6;5-Bromo-2-chloro-4-picoline;2-Chloro-4-methyl-5-bromopyridine;Pyridine, 5-bromo-2-chloro-4-methyl-;MFCD03427663;5-bromo-2-chloro-4-methyl-pyridine;SCHEMBL1007219;DTXSID50370306;ISESOOISZHSENQ-UHFFFAOYSA-N;2-Chloro-5-bromo-4-methylpyridine;BCP22091;BBL103065;STL556874;AKOS005145679;AB15095;AC-7004;CS-W015300;PS-8071;SY018467;5-Bromo-2-chloro-4-methylpyridine, 97%;5-bromo-2-chloro-4-picoline, AldrichCPR;A9831;AM20061721;B4626;FT-0601954;EN300-140786;J-400289

Chemical Property of 5-Bromo-2-chloro-4-methylpyridine

Chemical Property:

• Appearance/Colour: Clear pale yellow low melting solid
• Melting Point: 25-30 °C
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 239.4 °C at 760 mmHg
• PKA: -1.45±0.10(Predicted)
• Flash Point: 98.6 °C
• PSA: 12.89000
• Density: 1.624 g/cm³
• LogP: 2.80590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 204.92939
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-chloro-4-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22-37/38
• Safety Statements: 37/39-26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1Br)Cl

Technology Process of 5-Bromo-2-chloro-4-methylpyridine

There total 6 articles about 5-Bromo-2-chloro-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: 91.0%

2-hydroxy-5-bromo-4-methylpyridine (164513-38-6) → 5-bromo-2-chloro-4-methylpyridine (778611-64-6)

Guidance literature:

With trichlorophosphate; at 140 ℃; for 2h; Autoclave; neat (no solvent);

DOI:10.3390/molecules17044533

Reference yield: 50.0%

5-bromo-2-chloropyridine (53939-30-3) + methyl iodide (74-88-4) → 5-bromo-2-chloro-4-methylpyridine (778611-64-6)

Guidance literature:

5-bromo-2-chloropyridine; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

methyl iodide; In tetrahydrofuran; at -78 ℃;

DOI:10.1055/s-2004-831337

Reference yield: 48.0%

2-amino-5-bromo-4-methylpyridine (98198-48-2) → 5-bromo-2-chloro-4-methylpyridine (778611-64-6)

Guidance literature:

2-amino-5-bromo-4-methylpyridine; With hydrogenchloride; sodium nitrite; at -20 ℃; for 1h;

With sodium hydroxide; at 0 - 5 ℃; pH=11;

DOI:10.1002/jhet.5570410414

upstream raw materials:

2-amino-5-bromo-4-methylpyridine

5-bromo-2-chloropyridine

methyl iodide

2-Amino-4-methylpyridine

Downstream raw materials:

1-[4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzenesulfonyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Refernces

• 1、 Abboud, Mohamed,Mamane, Victor,Aubert, Emmanuel,Lecomte, Claude,Fort, Yves. "Synthesis of polyhalogenated 4,4′-bipyridines via a simple dimerization procedure". supporting information; experimental part. p. 3224 - 3231. Retrieved 2010/08/19.
• 2、 Pierrat, Philippe,Gros, Philippe,Fort, Yves. "Unusual t-BuLi induced ortholithiation versus halogen-lithium exchange in bromopyridines: Two alternative strategies for functionalization". . p. 2319 - 2322. Retrieved 2007/10/03.