The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Feb. 11, 2020

Filed:

Jan. 25, 2017
Applicant:

Emcure Pharmaceuticals Limited, Bhosari, Pune, IN;

Inventors:
Assignee:

Emcure Pharmaceutical Limited, Bhosari, Pune, IN;

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C 51/08 (2006.01); C07C 37/00 (2006.01); C07C 45/64 (2006.01); C07C 253/00 (2006.01); C07C 253/30 (2006.01); C07B 51/00 (2006.01); C07C 39/17 (2006.01); C07C 47/575 (2006.01); C07C 59/72 (2006.01); C07C 255/13 (2006.01);
U.S. Cl.
CPC ...
C07C 51/08 (2013.01); C07C 37/002 (2013.01); C07C 45/64 (2013.01); C07C 253/30 (2013.01); C07B 51/00 (2013.01); C07B 2200/07 (2013.01); C07C 39/17 (2013.01); C07C 47/575 (2013.01); C07C 59/72 (2013.01); C07C 255/13 (2013.01); C07C 2603/14 (2017.05);
Abstract

The invention relates to improved method of synthesis for Treprostinil comprising condensation reaction of the carbonyl compound having allyl, alkyl, crotyl or MEM-protected phenolic hydroxyl group, compound (4) with a hydroxyl-protected alkynol (5) to give the condensation product, compound (6). Subjecting compound (6) to oxidation, reduction, hydroxyl protection and carbonylation, cyclization reactions gave the tricyclic derivative (10). Further reactions comprising reduction, hydrogenation and deprotection of the phenolic and side-chain hydroxyl groups, wherein the sequence and choice of reagents was governed by protecting groups, gave the triol intermediate, compound (14). Cyanoalkylation at phenolic hydroxyl functionality and further hydrolysis yielded the prostacyclin compound, Treprostinil (1) and its pharmaceutically acceptable salts, having desired purity.


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