4-Phenylpyrimidine

Base Information

• Chemical Name: 4-Phenylpyrimidine
• CAS No.: 3438-48-0
• Molecular Formula: C10H8N2
• Molecular Weight: 156.187
• Hs Code.: 29335990
• European Community (EC) Number: 222-345-8
• NSC Number: 84249
• UNII: VQR91IRU2R
• DSSTox Substance ID: DTXSID90187950
• Nikkaji Number: J86.946E
• Wikidata: Q27162633
• ChEMBL ID: CHEMBL1235765
• Mol file: 3438-48-0.mol

Synonyms:4-Phenylpyrimidine;3438-48-0;PYRIMIDINE, 4-PHENYL-;6-Phenylpyrimidine;4-phenyl-pyrimidine;EINECS 222-345-8;NSC 84249;VQR91IRU2R;BRN 0112781;MLS002694538;CHEBI:90622;NSC-84249;5-23-08-00009 (Beilstein Handbook Reference);NSC84249;RW1;3b9s;UNII-VQR91IRU2R;4-Phenylpyrimidine, 96%;SCHEMBL2131373;CHEMBL1235765;MKLQPIYLZMLAER-UHFFFAOYSA-;DTXSID90187950;HMS3094K17;AMY11943;MFCD00006111;AKOS015917050;DS-6698;SB57256;SMR001560464;LS-135512;CS-0060519;FT-0634855;P2525;EN300-130842;AC-907/25014265;J-019578;Q27162633

Chemical Property of 4-Phenylpyrimidine

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 0.00256mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.58
• Boiling Point: 296.3 °C at 760 mmHg
• PKA: 1.57±0.10(Predicted)
• Flash Point: 140.1 °C
• PSA: 25.78000
• Density: 1.106 g/cm³
• LogP: 2.14360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

97% ^*data from raw suppliers

4-Phenylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=NC=C2

Technology Process of 4-Phenylpyrimidine

There total 63 articles about 4-Phenylpyrimidine 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%

4-brornopyrirnidine (31462-56-3) + phenylboronic acid (98-80-6) → 4-phenylpyrimidine (3438-48-0)

Guidance literature:

With potassium phosphate; tetrabutylammomium bromide; In water; at 85 ℃; for 1h; Green chemistry;

DOI:10.1002/bkcs.10894

Reference yield: 94.0%

4-chloropyrimidine (17180-93-7) + phenylboronic acid (98-80-6) → 4-phenylpyrimidine (3438-48-0)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In water; at 60 ℃; for 5h;

DOI:10.1039/c0gc00251h

Reference yield: 93.4%

PYRIMIDINE (289-95-2,25247-63-6) + phenylboronic acid (98-80-6) → 4-phenylpyrimidine (3438-48-0)

Guidance literature:

With iron sulfide; dipotassium peroxodisulfate; trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 40h; regioselective reaction;

DOI:10.1039/c2cc35468c

upstream raw materials:

PYRIMIDINE

diethyl ether

phenyllithium

2-chloro-4-phenylpyrimidine

Downstream raw materials:

4-(3-nitrophenyl)pyrimidine

C₁₄H₁₀N₂S

4-[2,6-bis(thiophen-2-yl)phenyl]pyrimidine

4-[2-(pyridine-3-yl)phenyl]pyrimidine

Refernces

New N- and O-arylpiperazinylalkyl pyrimidines and 2-methylquinazolines derivatives as 5-HT₇and 5-HT_1Areceptor ligands: Synthesis, structure-activity relationships, and molecular modeling studies

10.1016/j.bmc.2016.12.039

The research focuses on synthesizing novel long-chain arylpiperazine derivatives with modified terminal fragments to investigate their binding affinity for 5-HT7 and 5-HT1A receptors. The study replaces the quinazolinone system in previous derivatives with 6-phenylpyrimidine or 2-methylquinazoline as versatile building blocks. The synthesized compounds, including 4-[5-[4-(2-ethoxyphenyl)-1-piperazinyl]pentoxy]-6-phenyl-pyrimidine (13) and 3-[5-[4-(2-ethoxyphenyl)-1-piperazinyl]pentyl]-2-methyl-4(3H)-quinazolinone (20), displayed notable binding affinities for both receptors. The research also involved functional evaluations using the cAMP assay and molecular modeling studies to explore the binding modes of these compounds with the receptors. Key chemicals used in the synthesis include 6-phenyl-4(3H)-pyrimidinone, 2-methyl-4(3H)-quinazolinone, various substituted piperazines, and reagents like potassium carbonate and potassium iodide for the alkylation reactions.