Loading…

Efficient Synthesis of 4-Amino-2-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-5-ones: Practical Access to a Novel Chemotype in the Development of DGAT-1 Inhibitors

Abstract A practical access to an unprecedented, fused bicyclic 4-amino-2-alkoxy-7,8-dihydropyrido[4,3- d ]pyrimidin-5-one scaffold is developed. The synthesis of the potent inhibitor, 2-{4-[4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3- d ]pyrimidin-6(5 H )-yl]phenyl}-2-methylpropanamide is detaile...

Full description

Saved in:
Bibliographic Details
Published in:Synthesis (Stuttgart) 2012-10, Vol.44 (20), p.3152-3157
Main Authors: Bahnck, Kevin B., Shavnya, Andrei, Tao, Yong, Lilley, Susan C., Andrews, Melissa P., Aspnes, Gary E., Bernhardson, David J., Bill, David R., Bundesmann, Mark W., Dow, Robert L., Karki, Kapil, Le, Tung, Li, Qifang, Munchhof, Michael J., Nematalla, Asaad, Nihlawi, Mohammed, Patel, Leena, Perreault, Christian, Waldo, Michael
Format: Article
Language:English
Subjects:
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Abstract A practical access to an unprecedented, fused bicyclic 4-amino-2-alkoxy-7,8-dihydropyrido[4,3- d ]pyrimidin-5-one scaffold is developed. The synthesis of the potent inhibitor, 2-{4-[4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3- d ]pyrimidin-6(5 H )-yl]phenyl}-2-methylpropanamide is detailed, with particular emphasis placed on synthetic efficiency and scalability. With the isolation of solid intermediates, the routes described offer clear elements of practicality and facilitate production of the target compound on large scale (>10 g) without chromatography.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0032-1316756