NOVEL PYRROLO[2,3-(D)UNDER-BAR]PYRIMIDINE RING FORMING METHODOLOGY

A short, succinct route to biologically active and medicinally importa nt pyrrolo[2,3-d]pyrimidines has been developed starting from readily available acyclic aldehydes. A very efficienttwo step sequence involvi ng a Knoevenagel condensation followed by copper mediated 1,4-conjugat e of vinyl magnesium bromide sets up the acyclic precursor. Then, guan idine cyclization followed by a palliduim catalyzed amination reaction or ozonolytic cleavage of the vinyl substituent followed by guanidine cyclization and intramolecular imine formation complete the synthesis .