4-Bromophenyl 3-pyridyl ketone

Base Information

• Chemical Name: 4-Bromophenyl 3-pyridyl ketone
• CAS No.: 14548-45-9
• Molecular Formula: C12H8BrNO
• Molecular Weight: 262.106
• Hs Code.: 2933399090
• European Community (EC) Number: 238-585-1
• UNII: 1090341WM0
• DSSTox Substance ID: DTXSID1022261
• Nikkaji Number: J241.302G
• Wikidata: Q27251127
• Mol file: 14548-45-9.mol

Synonyms:14548-45-9;(4-bromophenyl)(pyridin-3-yl)methanone;4-Bromophenyl 3-pyridyl ketone;3-(4-Bromobenzoyl)pyridine;Methanone, (4-bromophenyl)-3-pyridinyl-;(4-bromophenyl)-pyridin-3-ylmethanone;p-Bromophenyl 3-pyridyl ketone;C12H8BrNO;EINECS 238-585-1;Ketone, p-bromophenyl 3-pyridyl;UNII-1090341WM0;1090341WM0;Methanone,(4-bromophenyl)-3-pyridinyl-;SCHEMBL1156118;DTXSID1022261;MFCD00044286;(pyrid-3-yl)(4-bromophenyl)methanone;AKOS005067385;(4-Bromophenyl)-3-pyridinyl-methanone;4-Bromophenyl 3-pyridyl ketone, 99%;AB87755;(4-Bromophenyl)(3-pyridinyl)methanone #;BS-15753;LS-184964;CS-0156835;EN300-73403;D71239;Q27251127;Z385417668

Chemical Property of 4-Bromophenyl 3-pyridyl ketone

Chemical Property:

• Vapor Pressure: 1.05E-05mmHg at 25°C
• Melting Point: 123-124.5 °C
• Refractive Index: 1.615
• Boiling Point: 371.2 °C at 760mmHg
• PKA: 2.80±0.10(Predicted)
• Flash Point: 178.3 °C
• PSA: 29.96000
• Density: 1.481 g/cm³
• LogP: 3.07510
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.97893
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

(4-bromophenyl)(pyridin-3-yl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)C2=CC=C(C=C2)Br

Technology Process of 4-Bromophenyl 3-pyridyl ketone

There total 7 articles about 4-Bromophenyl 3-pyridyl ketone 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: 94.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + 4-Bromophenylboronic acid (5467-74-3) → (4-bromophenyl)-pyridin-3-yl-methanone (14548-45-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In methoxybenzene; at 100 ℃; for 20h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/ejoc.201001685

Reference yield: 74.0%

3-Bromopyridine (626-55-1,163928-56-1) + 4-bromo-N-methoxy-N-methylbenzamide (192436-83-2) → (4-bromophenyl)-pyridin-3-yl-methanone (14548-45-9)

Guidance literature:

3-Bromopyridine; With n-butyllithium; In diethyl ether; hexane; at -70 ℃; for 1.5h; Inert atmosphere; Cooling with acetone-dry ice;

4-bromo-N-methoxy-N-methylbenzamide; In tetrahydrofuran; diethyl ether; hexane; at -70 - 20 ℃; for 4.5h; Inert atmosphere; Cooling with acetone-dry ice;

DOI:10.1021/jm2015809

Reference yield: 52.0%

3-pyridinecarbonyl chloride (10400-19-8) + bromobenzene (108-86-1,52753-63-6) → (4-bromophenyl)-pyridin-3-yl-methanone (14548-45-9) + (2-bromophenyl)(3-pyridyl)methanone (77744-06-0)

Guidance literature:

Friedel-Crafts acylation;

DOI:10.1021/jo00330a019

upstream raw materials:

3-pyridinecarbonyl chloride

bromobenzene

nicotinic acid

3-iodopyridine

Downstream raw materials:

(E)-3-(4-bromophenyl)-N,N-dimethyl-3-(3-pyridyl)allylamine

Zimelidine

3-(4-bromophenyl)-3-hydroxy-(3-pyridyl)propionitrile

(4-trifluoromethylphenyl)(4-bromophenyl)pyrid-3-yl methanol

Refernces

• 1、 Keenan, Martine,Abbott, Michael J.,Alexander, Paul W.,Armstrong, Tanya,Best, Wayne M.,Berven, Bradley,Botero, Adriana,Chaplin, Jason H.,Charman, Susan A.,Chatelain, Eric,Von Geldern, Thomas W.,Kerfoot, Maria,Khong, Andrea,Nguyen, Tien,McManus, Joshua D.,Morizzi, Julia,Ryan, Eileen,Scandale, Ivan,Thompson, R. Andrew,Wang, Sen Z.,White, Karen L.. "Analogues of fenarimol are potent inhibitors of trypanosoma cruzi and are efficacious in a murine model of chagas disease". supporting information; experimental part. p. 4189 - 4204. Retrieved 2012/07/27.
• 2、 Qureshi, Ziyauddin S.,Deshmukh, Krishna M.,Tambade, Pawan J.,Bhanage, Bhalchandra M.. "A simple, efficient, and recyclable phosphine-free catalytic system for carbonylative suzuki coupling reaction of aryl and heteroaryl iodides". experimental part. p. 243 - 250. Retrieved 2011/03/18.