2,6-Dichloro-4-phenylpyridine

Base Information

• Chemical Name: 2,6-Dichloro-4-phenylpyridine
• CAS No.: 25297-51-2
• Molecular Formula: C11H7Cl2N
• Molecular Weight: 224.089
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10462312
• Nikkaji Number: J405.940I
• Wikidata: Q82286826
• Mol file: 25297-51-2.mol

Synonyms:2,6-Dichloro-4-phenylpyridine;25297-51-2;2,6-dichloro-4-phenyl-pyridine;Pyridine, 2,6-dichloro-4-phenyl-;SCHEMBL4000527;DTXSID10462312;HLBKNKSYLIRLPK-UHFFFAOYSA-N;AKOS015963657;AC-17931;CS-13212;EN300-125489

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

Chemical Property:

• Vapor Pressure: 0.000221mmHg at 25°C
• Melting Point: 50-51 °C(Solv: pentane (109-66-0))
• Boiling Point: 336.3oC at 760 mmHg
• PKA: -2.77±0.10(Predicted)
• Flash Point: 187.5oC
• PSA: 12.89000
• Density: 1.304g/cm3
• LogP: 4.05540
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.9955546
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

≥95% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NC(=C2)Cl)Cl
• Uses: 2,6-Dichloro-4-phenylpyridine has been screened for potential as lead structure for chemosensor development.

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

There total 8 articles about 2,6-Dichloro-4-phenylpyridine 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: 98.0%

2,6-dichloro-4-iodopyridine (98027-84-0) + bromobenzene (108-86-1,52753-63-6) → 2,6-dichloro-4-phenylpyridine (25297-51-2)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

With zinc(II) chloride; In tetrahydrofuran; hexane; for 0.25h;

2,6-dichloro-4-iodopyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 16h; Heating;

DOI:10.1021/ol0272287

Reference yield: 98.0%

2,6-dichloro-4-iodopyridine (98027-84-0) + phenylzinc chloride (28557-00-8) → 2,6-dichloro-4-phenylpyridine (25297-51-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 4h;

DOI:10.1021/ol0169269

Reference yield: 92.0%

2,6-dichloro-4-iodopyridine (98027-84-0) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → 2,6-dichloro-4-phenylpyridine (25297-51-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; acetonitrile; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01856

upstream raw materials:

3,5-dichloro-1-phenylpyrazin-2(1H)-one

phenylacetylene

2,6-dichloro-4-iodopyridine

phenylzinc chloride

Downstream raw materials:

2-chloro-6-(4-methoxy-2-methyl-phenyl)-4-phenyl-pyridine

(4S,6S)-4-(5-((6-chloro-4-phenylpyridin-2-yl)oxy)-2-fluorophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

trifluoro-methanesulfonic acid 6-(4-methoxy-2-methyl-phenyl)-4-phenyl-pyridin-2-yl ester

2-benzyloxy-6-(4-methoxy-2-methyl-phenyl)-4-phenyl-pyridine

Refernces

• 1、 Amelia, Tasia,Van Veldhoven, Jacobus P. D.,Falsini, Matteo,Liu, Rongfang,Heitman, Laura H.,Van Westen, Gerard J. P.,Segala, Elena,Verdon, Grégory,Cheng, Robert K. Y.,Cooke, Robert M.,Van Der Es, Daan,Ijzerman, Adriaan P.. "Crystal Structure and Subsequent Ligand Design of a Nonriboside Partial Agonist Bound to the Adenosine A2AReceptor". . p. 3827 - 3842. Retrieved 2021/05/04.
• 2、 Fang, Albert G.,Mello, Jesse V.,Finney, Nathaniel S.. "Exploiting the versatile assembly of arylpyridine fluorophores for wavelength tuning and SAR". . p. 967 - 970. Retrieved 2007/10/03.