Solid-phase synthesis of 6-hydroxy-2,4-diaminoquinazolines

A new method for the solid-phase synthesis of 6-hydroxy-2,4-diaminoquinazolines has been developed. The synthesis utilizes solid-phase bound 6-hydroxy-2,4-dichloroquinazoline as a key intermediate. Sequential substitution of the two chlorines furnishes the title compounds regioselectively with high...

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Bibliographic Details
Published in:	Tetrahedron Vol. 61; no. 39; pp. 9375 - 9380
Main Authors:	Wéber, Csaba, Bielik, Attila, Demeter, Ádám, Borza, István, Szendrei, Györgyi I., Keserű, György M., Greiner, István
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 26-09-2005
Subjects:	Amination Demethylation Library Mitsunobu NMDA Quinazolines Regioselectivity Solid-phase synthesis Demethylation Regioselectivity Amination NMDA Quinazolines Library Mitsunobu Solid-phase synthesis
Online Access:	Get full text
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Summary:	A new method for the solid-phase synthesis of 6-hydroxy-2,4-diaminoquinazolines has been developed. The synthesis utilizes solid-phase bound 6-hydroxy-2,4-dichloroquinazoline as a key intermediate. Sequential substitution of the two chlorines furnishes the title compounds regioselectively with high purity. A library of 18×22 compounds demonstrates the general utility of this approach. NR 1R 2=primary or secondary aliphatic amines, NR 3R 4=secondary aliphatic amines.
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2005.07.053