143993-25-3

Upstream product

• 144189-81-1 2-(1-bromoethyl)quinazolin-4(3H)-one 
• 156-43-4 4-Ethoxyaniline 

Downstream Products

• 216596-18-8 2-Chloro-N-(4-ethoxy-phenyl)-N-[1-(4-oxo-3,4-dihydro-quinazolin-2-yl)-ethyl]-acetamide 
• 216596-29-1 2-Bromo-N-(4-ethoxy-phenyl)-N-[1-(4-oxo-3,4-dihydro-quinazolin-2-yl)-ethyl]-propionamide 

Relevant academic research and scientific papers

Nitrogen Bridgehead Compounds Part 90. An Efficient Versatile Synthesis of 1-methyl-2-substituted 1,2,3,4-tetrahydro-6H-pyrazinoquinazoline-3,6-diones

A versatile synthesis of 2-substituted 1-methyl- and 1,4-dimethyl-1,2,3,4-tetrahydro-6H-pyrazinoquinazoline-3,6-diones is presented, starting from 2-(1-bromoethyl)quinazolin-4(3H)-one.The key step of the reaction sequence is the diastereoselective cyclization of 2-ethyl>quinazolin-4(3H)-ones.Usually 1,4-dimethyl derivatives are obtained as pure racemic cis-compounds (2-alkyl and 2-benzyl derivatives, or a mixture of diastereomers, containing the 4-methyl group in quasiaxial position.