New one-pot four-component synthesis of disubstituted pyrido[2,3-d]pyrimidine-6-carboxamide derivatives.
In this work, 1,2,3,4,5,8-hexahydro-1,3,7-trimethyl-2,4-dioxopyrido[2,3-d]pyrimidine-6-carboxamide derivatives were synthesized in a simple and efficient method from the four-component condensation reaction of diketene, an aliphatic or aromatic amine, an aromatic aldehyde, and 6-amino-1,3-dimethyluracil in the presence of a catalytic amount of p-toluenesulfonic acid under mild conditions at ambient temperature in high yields.
Shaabani
Ahmad
A
Department of Chemistry, Shahid Beheshti University, Tehran, Iran. a-shaabani@cc.sbu.ac.ir
Seyyedhamzeh
Mozhdeh
M
Maleki
Ali
A
Rezazadeh
Fahimeh
F
Behnam
Maryam
M
D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D001557:Benzenesulfonates / Q000138:chemical synthesis / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000191:economics / Q000379:methods*; D006839:Hydrocarbons, Acyclic / Q000138:chemical synthesis / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D054852:Small Molecule Libraries / Q000138:chemical synthesis / Q000737:chemistry / Q000191:economics; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C542059:1,2,3,4,5,8-hexahydro-1,3,7-trimethyl-2,4-dioxopyrido(2,3-d)pyrimidine-6-carboxamide; C479868:6-amino-1,3-dimethyl uracil; D000447:Aldehydes; D000588:Amines; D001557:Benzenesulfonates; D006839:Hydrocarbons, Acyclic; D006841:Hydrocarbons, Aromatic; D007783:Lactones; D011743:Pyrimidines; D054852:Small Molecule Libraries; C004773:diketene; D014498:Uracil; C029501:4-toluenesulfonic acid