US 11,753,394 B2
Synthesis of omecamtiv mecarbil
Sebastien Caille, Thousand Oaks, CA (US); Kyle Quasdorf, Thousand Oaks, CA (US); Philipp C. Roosen, Thousand Oaks, CA (US); Xianqing Shi, Newbury Park, CA (US); Andrew Cosbie, Ventura, CA (US); Fang Wang, Simi Valley, CA (US); Zufan Wu, Walnut, CA (US); Archana Neergunda, Simi Valley, CA (US); Bin Peter Quan, Thousand Oaks, CA (US); and Lianxiu Guan, Camarillo, CA (US)
Assigned to AMGEN INC., Thousand Oaks, CA (US)
Filed by AMGEN INC., Thousand Oaks, CA (US)
Filed on May 19, 2021, as Appl. No. 17/324,867.
Application 17/324,867 is a division of application No. 16/607,940, granted, now 11,040,956, previously published as PCT/US2018/040176, filed on Jun. 29, 2018.
Claims priority of provisional application 62/664,363, filed on Apr. 30, 2018.
Claims priority of provisional application 62/527,174, filed on Jun. 30, 2017.
Prior Publication US 2021/0371397 A1, Dec. 2, 2021
Int. Cl. C07D 401/12 (2006.01); C07D 241/04 (2006.01)
CPC C07D 401/12 (2013.01) [C07D 241/04 (2013.01)] 7 Claims
 
1. A process for synthesizing phenyl (6-methylpyridin-3-yl) carbamate

OG Complex Work Unit Chemistry
comprising admixing 5-amino-2-methylpyridine

OG Complex Work Unit Chemistry
and phenyl chloroformate in acetonitrile to form PCAR, wherein the admixing is performed in the absence of N-methyl pyrrolidinone (NMP) and wherein purity of the APYR is ≥99 LC area %.