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.
Patent No.:
Date of Patent:
Apr. 22, 2008
Filed:
Oct. 25, 2004
Dongwei Cai, Edison, NJ (US);
Fred Fleitz, Franklin Park, NJ (US);
Min GE, Edison, NJ (US);
Scott Hoerrner, Westfield, NJ (US);
Gary Javadi, Princeton, NJ (US);
Mark Jensen, Holmdel, NJ (US);
Robert Larsen, Newbury Park, CA (US);
Wenjie LI, Edison, NJ (US);
Dorian Nelson, St Paul, MN (US);
Elizabeth Szumigala, Somerville, NJ (US);
Lihu Yang, Edison, NJ (US);
Changyou Zhou, Plainsboro, NJ (US);
Dongwei Cai, Edison, NJ (US);
Fred Fleitz, Franklin Park, NJ (US);
Min Ge, Edison, NJ (US);
Scott Hoerrner, Westfield, NJ (US);
Gary Javadi, Princeton, NJ (US);
Mark Jensen, Holmdel, NJ (US);
Robert Larsen, Newbury Park, CA (US);
Wenjie Li, Edison, NJ (US);
Dorian Nelson, St Paul, MN (US);
Elizabeth Szumigala, Somerville, NJ (US);
Lihu Yang, Edison, NJ (US);
Changyou Zhou, Plainsboro, NJ (US);
Merck & Co., Inc., Rahway, NJ (US);
Abstract
The present invention provides an efficient synthesis for the preparation of ((1R,3S)-3-isopropyl-3-{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-m ethoxytetrahydro-2H-pyran-4-yl]amine and its succinate salt. The present invention additionally provides an efficient syntheses for the preparation of intermediates (3R)-3-methoxytetrahydro-4H-pyran-4-one; (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid; and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine; and for the preparation of the precursor (3S,4S)-N-((1S,4S)-4-isopropyl-4-{[3-(tri-fluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopent-2-en-1-yl)-3-methoxytetrahydro-2H-pyran-4-amine. The invention additionally resides in the superior properties of the succinate salt of ((1R,3S)-3-isopropyl-3-1{[3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]carbonyl}cyclopentyl)[(3S,4S)-3-methoxytetrahydro-2H-pyran-4-yl]amine