2-Methylquinazoline

Base Information

• Chemical Name: 2-Methylquinazoline
• CAS No.: 700-79-8
• Molecular Formula: C8H5 Cl N2
• Molecular Weight: 144.176
• DSSTox Substance ID: DTXSID001315600
• Nikkaji Number: J101.312B
• ChEMBL ID: CHEMBL3287981
• Mol file: 700-79-8.mol

Synonyms:2-Methylquinazoline;700-79-8;Quinazoline, 2-methyl-;Quinazoline, 2-methyl- (6CI,7CI,8CI,9CI);2-Methyl-quinazoline;methylquinazoline;SCHEMBL196151;CHEMBL3287981;DTXSID001315600;AS-0206;CS-0099614

Chemical Property of 2-Methylquinazoline

Chemical Property:

• Melting Point: 37-38℃
• Boiling Point: 61℃ (20 Torr)
• PKA: 4.30±0.39(Predicted)
• PSA: 25.78000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 1.93820
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C=N1

Technology Process of 2-Methylquinazoline

There total 7 articles about 2-Methylquinazoline 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: 72.0%

3-benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile (116944-06-0) → 2-methylquinazoline (700-79-8) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With sodium hydroxide; In methanol; for 1h;

Reference yield: 20.0%

3-benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile (116944-06-0) → 2-methylquinazoline (700-79-8) + (2-methylquinazolin-4-yl)(phenyl)methanone (101290-94-2) + 1,2-diphenyl-2-oxoethyl benzoate (1459-20-7) + 2-methyl-4-quinazolinecarbonitrile (65078-93-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 0.0833333h;

Reference yield: 15.0%

4-methyl-benzaldehyde (104-87-0) + 3-benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile (116944-06-0) → 2-methylquinazoline (700-79-8) + Benzoic acid (2-methyl-quinazolin-4-yl)-p-tolyl-methyl ester (117908-26-6) + 2-methyl-4-quinazolinecarbonitrile (65078-93-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;

upstream raw materials:

2-Chloroquinoline

acetonitrile

4-methyl-benzaldehyde

3-benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile

Downstream raw materials:

(E)-2-(4-dimethylaminostyryl)quinazoline

(E)-2-(4-diphenylaminostyryl)quinazoline

(E)-2-(4-piperidin-1-ylstyryl)quinazoline

2-methyl-4-quinazolone

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.