Process for the preparation of ivacaftor and its intermediates
AssigneeLaurus Labs Limited
InventorsSuresh Thatipally, Venkata Krishna Reddy, Venkata Lakshmi Narasimha Rao Dammalapati, Satyanarayana Chava
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Abstract
The present invention provides processes for the preparation of ivacaftor using novel intermediates and a process for its preparation.
Claims41
A process for the preparation of ivacaftor of Formula I or a pharmaceutically acceptable salt thereof,
- comprising:
- a) reacting a compound of Formula XII with a compound of Formula IVa or a salt thereof in the presence of a base in a solvent to obtain a compound of Formula VI,
- and
- b) converting the compound of Formula VI into the ivacaftor of Formula I,
- wherein when ‘X’ is a halo, then ‘R1’ represents either hydrogen or a protecting group, and when ‘X’ is nitro, then ‘R1’ is hydrogen, and wherein ‘Z’ represents one of a C1-C5 alkoxy and a halogen.
The process of claim14, wherein the protecting group is selected from the group consisting of methoxycarbonyl, methoxymethyl, benzyloxymethyl, tetrahydropyranyl, benzyl, benzoyl, p-methoxybenzyl, p-nitrobenzyl, o-nitrobenzyl, p-nitrobenzoyl and trimethylsilyl, wherein the halo is one of fluoro, chloro, bromo, and iodo, and wherein the C1-5 alkyl is one of methyl, ethyl, propyl, butyl, and pentyl.
A compound selected from the group consisting of Formula VI or a pharmaceutically acceptable salt thereof,
- wherein ‘X’ represents a chloro, and wherein ‘R1’ represents either hydrogen or a protecting group;
- a compound of Formula VIII or a pharmaceutically acceptable salt thereof,
- wherein ‘X’ represents a halo, and wherein ‘R1’ represents either hydrogen or a protecting group;
- and
- a compound of Formula XV or a pharmaceutically acceptable salt thereof,
- wherein ‘R2’ represents a C1-5 alkyl.
Dependencies are inferred from the claim text.