- The synthesis of (S)-5-fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)- 1H-indazole, a norepinephrine/serotonin reuptake inhibitor for the treatment of fibromyalgia
-
Compound 1, a norepinephrine/serotonin reuptake inhibitor (NSRI) for the treatment of fibromyalgia, has been synthesized in optically pure form in six linear steps and 48% overall yield with no chromatography. This route features a novel and efficient intramolecular cyclization to generate the indazolone core via a diazotization reaction and the preparation of a stable polymorph of the tartaric acid salt as the desired final form. The original synthetic route has been modified to avoid the use of toxic and expensive reagents, thus enabling the preparation of multigram quantities of API for toxicology studies.
- Magano, Javier,Waldo, Michael,Greene, Derek,Nord, Eric
-
-
Read Online
- Therapeutic pyrazolo[3,4-B]pyridines and indazoles
-
The present invention provides for compounds of Formula I: wherein R2, R3, R4, R5, R6, R7, X, and L have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of central nervous disorders and conditions including attention deficit hyperactivity disorder, neuropathic pain, urinary incontinence, anxiety, depression, and schizophrenia and fibromyalgia. Also provided are pharmaceutical compositions comprising one or more compounds of Formula I.
- -
-
Page/Page column 20
(2008/06/13)
-