107288-94-8

Basic information

• Product Name: 2-methyl-4-(4'-methylphenyl)quinazoline
• Synonyms: 2-methyl-4-(4'-methylphenyl)quinazoline
• CAS NO: 107288-94-8
• Molecular Weight: 234.301
• Mol File: 107288-94-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-methyl-4-(4'-methylphenyl)quinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-(4'-methylphenyl)quinazoline(107288-94-8)
• EPA Substance Registry System: 2-methyl-4-(4'-methylphenyl)quinazoline(107288-94-8)

Safety Data

• Hazardous Substances Data: 107288-94-8(Hazardous Substances Data)

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 78-39-7 Triethyl orthoacetate 
• 1885-29-6 anthranilic acid nitrile 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 25116-00-1 2-acetamidobenzonitrile 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Palladium(II)-Catalyzed Three-Component Tandem Cyclization Reaction for the One-Pot Assembly of 4-Arylquinazolines

A one-pot method for joining three separate components leading to an assortment of 4-arylquinazolines (27 examples) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed?-cascade reaction involving C(sp)-C(sp 2/s

“On-Water” Palladium-Catalyzed Tandem Cyclization Reaction for the Synthesis of Biologically Relevant 4-Arylquinazolines

The quinazoline scaffold is prevalent in pharmaceutically relevant molecules that show diverse biological activities. Herein, we report an efficient “on-water” palladium-catalyzed tandem cyclization reaction from commercially available arylboronic acids and benzonitriles that enable the rapid access to 4-arylquinazoline scaffolds in good to excellent yields (45 examples, up to 98 % yield). This protocol has shown good functional group tolerance and broad substrate scope. The reaction was also performed on a gram scale and successfully applied to the synthesis of the highly potent and selective PI3Kδ inhibitor N11, showing the practicability and synthetic utility of the protocol. In this reaction, the quinazoline scaffold is efficiently constructed with the simultaneous formation of one C?C bond and one C?N bond. Collectively, the protocol could serve as an alternative strategy to synthesize biologically important quinazoline scaffolds.

SYNTHESIS OF QUINAZOLINES

Grignard reagents reacted with 2-aminobenzonitrile to give the intermediate (10), which readily could be cyclized to quinazolines by reaction with carbonyl compounds (e.g. acid chlorides, anhydrides, formates and oxalates).The intermediate (10) and aldehy