
%0 Journal Article
%A Kowalewski, A 
%A Strekowski, L 
%A Szajda, M 
%A Walenciak, K 
%A Brown, DJ 
%T Unfused heterobicycles as amplifiers of phleomycin. IV. 4,5'-Bipyrimidines with dimethylamino and/or dimethylaminoethylamino substituents
%J Australian Journal of Chemistry
%D 1981/12/01
%V 34
%N 12
%P 2629-2633
%K 
%R https://doi.org/10.1071/CH9812629
%U https://www.publish.csiro.au/paper/CH9812629 
%X The reaction of 5-bromo-N,N-dimethylpyrimidin-2-amine (1a) with butyllithium gives N,N,N',N'-tetramethyl-4,5'-bipyrimidine-2,2'-diamine (2a). The known 4',6-dimethoxy derivative (3a) of this gives only 2,2'-bis(dimethylamino)-6-methoxy-4,5'-bipyrimidin-4'-one (4) on attempted aminolysis by 2-dimethylaminoethylamine, but the corresponding bismethylthio substrate (3b) does undergo regular aminolysis at the 4'-position to give the required product (34.2,2',4',6-Tetrakismethylthio-4,5'-bipyrimidine (5a) undergoes similar aminolysis, first at the 4'- and then at the 2'-position, to give the appropriate amines (5b) and (5c). Structures are confirmed by n.m.r. and mass spectral studies. The products showed little activity as amplifiers of phleomycin. 
