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Synlett 1991; 1991(11): 821-823
DOI: 10.1055/s-1991-20890
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Reduction of the Pyrimidine Ring: Regio- and Stereoselective Synthesis of 1,3-Diamine Derivatives

José Barluenga* , Miguel Tomás, Vladimir Kouznetsov, Jesús Jardón, Eduardo Rubio
  • *Departamento de Química Organometálica, Facultad de Química, Universidad de Oviedo, E-33071 Oviedo, Spain
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Publication Date:
07 March 2002 (online)

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1-Butyl-1,2-dihydropyrimidines 2 and 6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrimidines 3 are reduced with an excess of sodium borohydride in methanol to produce stereoselectively N,N′ - and N,N-disubstituted 1,3-diamine derivatives 4 and 6, respectively. Partial reduction of 3 to fully saturated pyrrolo[1,2-a]pyrimidines 7 is accomplished using equimolecular amounts of sodium borohydride.