US 9,809,570 B2
Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine
Qiang Yang, Zionsville, IN (US); Beth Lorsbach, Indianapolis, IN (US); and David E. Podhorez, Midland, MI (US)
Assigned to Dow AgroSciences LLC, Indianapolis, IN (US)
Filed by Dow AgroSciences LLC, Indianapolis, IN (US)
Filed on Oct. 27, 2016, as Appl. No. 15/335,809.
Application 15/335,809 is a division of application No. 14/811,246, filed on Jul. 28, 2015, granted, now 9,522,900.
Application 14/666,812 is a division of application No. 14/517,344, filed on Oct. 17, 2014, granted, now 9,024,031, issued on May 5, 2015.
Application 14/811,246 is a continuation of application No. 14/666,812, filed on Mar. 24, 2015, granted, now 9,115,115, issued on Aug. 25, 2015.
Claims priority of provisional application 62/039,128, filed on Aug. 19, 2014.
Prior Publication US 2017/0044134 A1, Feb. 16, 2017
Int. Cl. C07D 401/04 (2006.01)
CPC C07D 401/04 (2013.01) 13 Claims
 
1. A process for preparing an alkyl 3-chloro-1-(pyridin-3-yl)-4,5-dihydro-1H-pyrazole-5-carboxylate (10b)

OG Complex Work Unit Drawing
comprising
treating a alkyl 5-oxo-2-(pyridin-3-yl)pyrazolidine-3-carboxylate (10a)

OG Complex Work Unit Drawing
with a chlorinating reagent in an inert organic solvent at a temperature of about 25° C. to about 100° C., wherein R is (C1-C4) alkyl.