5-Chloro-2-iodopyridine

Base Information

• Chemical Name: 5-Chloro-2-iodopyridine
• CAS No.: 244221-57-6
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30455867
• Nikkaji Number: J1.861.169D
• Wikidata: Q72483490
• Mol file: 244221-57-6.mol

Synonyms:5-Chloro-2-iodopyridine;244221-57-6;2-IODO-5-CHLOROPYRIDINE;MFCD07368864;5-chloro-2-iodo-pyridine;Pyridine, 5-chloro-2-iodo-;SCHEMBL733833;DTXSID30455867;CXWLXKZIXLOBCC-UHFFFAOYSA-N;BCP11362;BBL103973;STL557783;AKOS005255329;AB32114;AC-1760;CS-W019023;PS-5575;SY009070;A5032;AM20061829;FT-0600077;EN300-135616;W-206893

Chemical Property of 5-Chloro-2-iodopyridine

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Melting Point: 85-87 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.642
• Boiling Point: 237.263 °C at 760 mmHg
• PKA: -0.44±0.10(Predicted)
• Flash Point: 97.293 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 238.89987
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Cl)I
• Uses: It is applied in an efficient preparation of indolizines through a tandem palladium-catalyzed cross-coupling reaction and cycloisomerization and also in the synthesis, and structure-activity relationships of 2-aminoquinazoline derivatives as a novel class of metabotropic glutamate receptor 5 negative allosteric modulators.

Technology Process of 5-Chloro-2-iodopyridine

There total 6 articles about 5-Chloro-2-iodopyridine 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: 87.0%

2-Bromo-5-chloro-pyridine (40473-01-6) → 5-chloro-2-iodo-pyridine (244221-57-6)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In various solvent(s); for 6h; Heating;

DOI:10.1016/j.tet.2004.09.106

Reference yield: 85.0%

2,5 dichloropyridine (16110-09-1) → 5-chloro-2-iodo-pyridine (244221-57-6)

Guidance literature:

With acetyl chloride; sodium iodide; In acetonitrile; Heating;

DOI:10.1021/jm050292k

Reference yield: 78.0%

5-chloro-2-iodopyridine N-oxide → 5-chloro-2-iodo-pyridine (244221-57-6)

Guidance literature:

With phosphorus trichloride; In dichloromethane; for 1h; Reflux;

DOI:10.1055/s-0036-1591738

upstream raw materials:

2,5 dichloropyridine

2-Bromo-5-chloro-pyridine

acetyl chloride

5-chloro-2-<<(trifluoromethyl)sulfonyl>oxy>pyridine

Downstream raw materials:

2-cyano-5-chloropyridine

N-(5-chloropyridin-2-yl)benzamide

5-chloro-N,N-dimethylpyridin-2-amine

Refernces

• 1、 -. "CYCLOHEXYL-AZETIDINYL ANTAGONISTS OF CCR2". Page/Page column 92. . Retrieved 2012/01/03.
• 2、 -. "MELANOCORTIN TYPE 4 RECEPTOR AGONIST PIPERIDINOYLPYRROLIDINES". Page/Page column 52. . Retrieved 2008/06/13.