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. 2009 Dec 15;14(12):5223-34.
doi: 10.3390/molecules14125223.

Generation of 500-member library of 10-alkyl-2-R(1),3-R(2)-4,10-dihydrobenzo[4,5]imidazo[1,2-alpha]pyrimidin-4-ones

Svetlana M Sirko  1 , Nikolay Yu Gorobets, Vladimir I Musatov, Sergey M Desenko
Affiliations

Generation of 500-member library of 10-alkyl-2-R(1),3-R(2)-4,10-dihydrobenzo[4,5]imidazo[1,2-alpha]pyrimidin-4-ones

Svetlana M Sirko et al. Molecules. .

Abstract

Representative benzimidazopyrimidinones were previously reported to be intercalating antitumor agents. In this work, we used 2-substituted 4,10-dihydrobenzo [4,5]imidazo[1,2-alpha]pyrimidin-4-ones for their diversification by regioselective alkylation. Under the conditions established, the alkylation gave 10-alkyl derivatives which permitted the parallel generation of a 500-member library of the title compounds.

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Figures

Figure 1
Figure 1
Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-one core.
Scheme 1
Scheme 1
Model alkylation of the 2-phenyl-Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-one 1a.
Scheme 2
Scheme 2
Generation of a 500-member library of 10-alkyl-2-R1,3-R2-4,10-Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-ones 5.
Figure 2
Figure 2
Selected members of the generated library 5 and their isolated yields.
Figure 3
Figure 3
Distribution of different congener’s chemotypes in the generated 500-member library 5.
See this image and copyright information in PMC

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