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Synfacts 2011(2): 0235-0235  
DOI: 10.1055/s-0030-1259363
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Solid-Phase Synthesis of an Amino Imidazotriazine Library

Contributor(s): Yasuhiro Uozumi, Aya Tazawa
S. Maechling*, J. Good, S. D. Lindell*
Bayer CropScience GmbH, Frankfurt am Main, Germany
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Publication History

Publication Date:
19 January 2011 (online)

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Significance

The solid-phase synthesis of 3-aryl-7-amino imidazotriazines 5 via palladium-­catalyzed direct arylation was achieved. Thus, 7-amino imidazotriazines 4 were prepared by reductive amination of resin support 1 with alkyl amines followed by coupling with 3. The arylation of triazines 4 with aryl bromides in the presence of Pd(OAc)2, Ph3P, and AcOK in DMA afforded the resin-supported 3-aryl-7-amino imidazotriazines which were subject to the resin cleavage to give 5 in 16-91% overall yield (20 examples).