	US 11,702,380 B2
	Synthesis of omecamtiv mecarbil
Sebastien Caille, Thousand Oaks, CA (US); James Murray, Newbury Park, CA (US); Kyle Quasdorf, Thousand Oaks, CA (US); Hannah Nguyen, Whittier, CA (US); Maria Victoria Silva Elipe, Thousand Oaks, CA (US); and Ari Elizabeth Ericson, Moorpark, CA (US)
Assigned to Amgen Inc., Thousand Oaks, CA (US)
Filed by Amgen Inc., Thousand Oaks, CA (US)
Filed on Mar. 9, 2022, as Appl. No. 17/690,729.
Claims priority of provisional application 63/159,227, filed on Mar. 10, 2021.
Prior Publication US 2022/0298099 A1, Sep. 22, 2022
Int. Cl. C07C 201/08 (2006.01)

CPC C07C 201/08 (2013.01)

59 Claims

1. A process for synthesizing 2-fluoro-3-nitrotoluene (“FNT”) comprising

(a1) admixing 2-fluorotoluene with one or more bases and a boronation reagent to form a boronic acid; and

(b1) admixing the resulting boronic acid with iron nitrate or a hydrate thereof to form the FNT;

(a2) admixing 2-fluorotoluene with one or more bases and a boronation reagent to form a boronic acid; and

(b2) admixing the resulting boronic acid with nitric acid to form the FNT.