Process for the production of N-[3-(3-cyanopyrazolo[1,5-a]...

Details Process for the production of N-[3-(3-cyanopyrazolo[1,5-a]... Process for the production of N-[3-(3-cyanopyrazolo[1,5-a]...

2005-04-26

2005-04-26

Berch, Mark L. (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

Reexamination Certificate

active

06884888

ABSTRACT:
A process for the production of N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide (zaleplon) that involves reacting N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-ethylacetamide or a salt thereof with 3-amino-4-cyanopyrazole or a salt thereof under acidic conditions in a reaction medium comprising a mixture of water and a water-miscible organic compound produces zaleplon in high yield and high purity. A regioisomer of zaleplon (N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide) is useful as a reference standard for monitoring the composition of production batches of zaleplon.

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