InBr3 Catalyzed the Rapid and Scale-Up Asymmetric Biginelli Synthesis of Pyrido[2,3-D]Pyrimidines Under Solvent-Free Conditions

Document Type : Original Research

Authors

1 Delhi university department of chemistry

2 Institute of Technology, Department of Chemistry, Delhi, India

Abstract

Pyrido[2,3-d]pyrimidines are very important intermediate and scaffold for biological activities drug substance.  The reported syntheses of pyrido[2,3-d]pyrimidines are suffering from one or many disadvantages like longer reaction time, use of catalyst makes method costlier and hazardous, use of strong corrosive acids, toxic reagents, less economic. One-pot synthesis of pyrido[2,3-d]pyrimidines from multi component Biginelli reaction between Meldrum’s acid, 6-amino-1,3-dimethyluracil and aromatic aldehydes with both electron-donor and electron-acceptor groups under solvent free conditions. Herein disclosed a solvent-free, one-pot synthesis of pyrido[2,3-d]pyrimidines over InBr3. Different pyrido[2,3-d]pyrimidines were synthesized in good yields via the Biginelli reaction between Meldrum’s acid, 6-amino-1,3-dimethyluracil and aromatic aldehydes with both electron-donor and electron-acceptor groups under solvent free conditions at 80 °C.. The method is very simple and convenient with good yields. The formation of the desired product is affected by substituent at aryl aldehydes. Electron donating substituent are shown higher time in the completion of a reaction than electron-withdrawing substituent. One-pot synthesis of pyrido[2,3-d]pyrimidines found to be simpler and economical.

Graphical Abstract

InBr3 Catalyzed the Rapid and Scale-Up Asymmetric Biginelli Synthesis of Pyrido[2,3-D]Pyrimidines Under Solvent-Free Conditions

Keywords