Exceedingly facile single step expedient protocols based on the versatility and reactivity of corresponding intermediates : [2-(dimethylaminomethylene) ketone] (5) and chalcone (6), derived from 2-(p-acetyl phenoxyl) substituted analogue of pyrrolo[2,1-c][1,4]-benzodiazepine (4), have been developed to provide an easy installation of the pyrimidine based privileged templates at 2-position of pyrrolo[2,1-c][1,4]-benzodiazepine through a p-phenoxyl spacer, by utilizing the synthetic strategy depicted in schemes-1 and 2.