Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2000-07-28
2001-05-22
Aulakh, Charanjit S. (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C546S290000, C546S288000
Reexamination Certificate
active
06235909
ABSTRACT:
BACKGROUND OF INVENTION
1. Field of the Invention
This invention is directed to methods for the preparation of [1S-[1a, 2b,3b,4a(S*)]]4-[7-[[1-(3-chloro-2-thienyl)methyl]propyl]amino]-3H-imidazo[4,5-b]pyridin-3-yl]-N-ethyl-2,3-dihydroxycyclopentanecarboxamide, i.e., Compound I,
methods for the preparation of intermediates thereto, and to said intermediates themselves.
Compound I is useful as a cardiovascular agent, more particularly as an antihypertensive and anti-ischemic agent, as a cardioprotective agent which ameliorates ischemic injury or myocardial infarct size consequent to myocardial ischemia, and as an antilipolytic agent which reduces plasma lipid levels, serum triglyceride levels, and plasma cholesterol levels.
For example, U.S. Pat. No. 5,364,862 discloses Compound I and related compounds are useful as an antihypertensive and anti-ischemic agents, and U.S. Pat. No. 5,561,134 discloses their utility as cardioprotective and antilipolytic agents.
2. Reported Developments
Methods of preparing Compound I, related compounds and intermediates thereto have been disclosed by Spada et al. in U.S. Pat. No. 5,364,862. issued Nov. 15, 1994, and in U.S. Pat. No. 5,561,134.
The methods of preparation of the present invention offer improved yields, purity, ease of preparation and/or isolation of intermediates and final product, and more industrially useful reaction conditions and workability over previously disclosed methods of preparation.
SUMMARY OF THE INVENTION
This invention is directed to methods for the preparation of [1S-[1a,2b,3b,4a(S*)]]-4-[7-[[1-(3-chloro-2-thienyl)methyl]propyl]amino]-3H-imidazo[4,5-b]pyridin-3-yl]-N-ethyl-2,3-dihydroxycyclopentanecarboxamide, i.e., Compound I, methods for the preparation of intermediates thereto, and to said intermediates themselves.
REFERENCES:
patent: 6143743 (2000-11-01), Wilde et al.
Garcia Herve
Leon Patrick
Vanasse Benoit J.
Aulakh Charanjit S.
Aventis Pharmaceuticals Products Inc.
Newman Irving
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