1,3-Bis(4-pyridyl)-1,3-propanedione

Base Information

• Chemical Name: 1,3-Bis(4-pyridyl)-1,3-propanedione
• CAS No.: 42899-59-2
• Molecular Formula: C₁₃H₁₀N₂O₂
• Molecular Weight: 226.235
• Nikkaji Number: J1.819.948C
• Mol file: 42899-59-2.mol

Synonyms:42899-59-2;1,3-Propanedione, 1,3-di-4-pyridinyl-;1,3-Bis(4-pyridyl)-1,3-propanedione;1,3-bis(pyridin-4-yl)propane-1,3-dione;1,3-di(pyridin-4-yl)propane-1,3-dione;1,3-dipyridin-4-ylpropane-1,3-dione;YSWG231;SCHEMBL10948430;1,3-di(4-pyridyl)-1,3-propanedione;1,3-Propanedione,1,3-di-4-pyridinyl-;BS-45028;CS-0170479;F74620;A849268

Chemical Property of 1,3-Bis(4-pyridyl)-1,3-propanedione

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=CC=C1C(=O)CC(=O)C2=CC=NC=C2

Technology Process of 1,3-Bis(4-pyridyl)-1,3-propanedione

There total 5 articles about 1,3-Bis(4-pyridyl)-1,3-propanedione 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: 78.0%

methyl (4-pyridyl) ketone (1122-54-9) + isonicotinic acid ethylester (1570-45-2) → 1,3-bis(pyridin-4-yl)propane-1,3-dione (42899-59-2)

Guidance literature:

methyl (4-pyridyl) ketone; With sodium hydride; In tetrahydrofuran; paraffin oil; at 20 ℃; for 1h; Inert atmosphere;

isonicotinic acid ethylester; In tetrahydrofuran; paraffin oil; at 70 ℃; for 28h; Inert atmosphere;

DOI:10.1002/anie.201810156

Reference yield: 42.0%

methyl (4-pyridyl) ketone (1122-54-9) + 4-pyridinecarboxylic acid, methyl ester (2459-09-8) → 1,3-bis(pyridin-4-yl)propane-1,3-dione (42899-59-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 16h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2015.05.005

Reference yield:

methyl (4-pyridyl) ketone (1122-54-9) + isonicotinoyl chloride hydrochloride (39178-35-3) → 1,3-bis(pyridin-4-yl)propane-1,3-dione (42899-59-2)

Guidance literature:

methyl (4-pyridyl) ketone; With lithium hexamethyldisilazane; In toluene; at 0 ℃; for 0.0166667h; Inert atmosphere;

isonicotinoyl chloride hydrochloride; With acetic acid; In tetrahydrofuran; ethanol; toluene; Inert atmosphere;

DOI:10.1007/s00044-016-1597-8

upstream raw materials:

methyl (4-pyridyl) ketone

isonicotinic acid ethylester

pyridine-4-carbonitrile

4-pyridinecarboxylic acid, methyl ester

Downstream raw materials:

1-Phenyl-3,5-di(4-pyridyl)pyrazole

Refernces

• 1、 Pfrunder, Michael C.,Brock, Aidan J.,Brown, Joshua J.,Grosjean, Arnaud,Ward, John,McMurtrie, John C.,Clegg, Jack K.. "A three-dimensional cubic halogen-bonded network". . p. 3974 - 3976. Retrieved 2018.
• 2、 Kumpan, Katerina,Nathubhai, Amit,Zhang, Chenlu,Wood, Pauline J.,Lloyd, Matthew D.,Thompson, Andrew S.,Haikarainen, Teemu,Lehti?, Lari,Threadgill, Michael D.. "Structure-based design, synthesis and evaluation in vitro of arylnaphthyridinones, arylpyridopyrimidinones and their tetrahydro derivatives as inhibitors of the tankyrases". supporting information. p. 3013 - 3032. Retrieved 2015/08/03.