US 12,065,414 B2
Process for preparation of isoxazoline substituted benzamide compound
Kumar Kamlesh Singh, Gujarat (IN); Sanjay Jagdish Desai, Gujarat (IN); Kuldeep Natwarlal Jain, Gujarat (IN); Jitesh Amratlal Desai, Gujarat (IN); and Sarvil Dhirajbhai Patel, Gujarat (IN)
Assigned to ZYDUS LIFESCIENCES LIMITED, Gujarat (IN)
Filed by CADILA HEALTHCARE LIMITED, Gujarat (IN)
Filed on Sep. 2, 2021, as Appl. No. 17/465,197.
Claims priority of application No. 202021037955 (IN), filed on Sep. 3, 2020.
Prior Publication US 2022/0064130 A1, Mar. 3, 2022
Int. Cl. C07D 261/04 (2006.01)
CPC C07D 261/04 (2013.01) 6 Claims
 
1. A process for the preparation of fluralaner, the process comprising:
(a) reacting a compound of Formula (VI) with a compound of Formula (VII),

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to obtain a compound of Formula (V),

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wherein M is Cs,
wherein the reaction is performed in the presence of cesium carbonate;
(b) converting the compound of Formula (V) into a compound of Formula (IV) or its reactive derivative,

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wherein the reaction is performed in the presence of boron trifluoride etherate and acetic anhydride;
(c) reacting the compound of Formula (IV) or its reactive derivative with 2-Amino-N-(2,2,2-trifluoroethyl)acetamide, or salts thereof to obtain a compound of Formula (II); and

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(d) reacting the compound of Formula (II) with hydroxylamine, or salts thereof to obtain fluralaner.