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US 12,577,236 B2Granted
Processes for preparation of Tezacaftor
AssigneeLaurus Labs Limited
InventorsRavindra Babu Bollu, Venkateswar Rao Challagonda, Prasanta Dalasingh, Ananth Reddy Manda, Srikanth Konda, Narender Satu, Uma Maheswer Rao Vasireddi
Life of this patent
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Abstract
The present invention generally relates to processes for preparation of Tezacaftor and pharmaceutical composition comprising the same. The present invention also encompasses novel intermediates of tezacaftor, processes for its preparation and use of said intermediates in the preparation of tezacaftor.
Claims20
A process for preparation of tezacaftor of Formula I,
- comprising:
- a) reacting a compound of Formula II with an alkyne of Formula III to obtain a compound of Formula IV,
- wherein “X” represents a suitable leaving group and “P” represents hydrogen or a suitable hydroxyl protecting group;
- b) treating the compound of Formula IV with a compound of Formula V to obtain a compound of formula VI,
- wherein “P” represents hydrogen or a suitable hydroxyl protecting group, “R” represents an oxygen atom or a suitable leaving group and dotted line represents a single bond or a double bond, and “R1” and “R2” may be same or different and represents a hydrogen or an alcoholic protecting group or “R1” and “R2” are taken together to form a diol protecting group;
- c) cyclizing the compound of Formula VI to obtain a compound of Formula VII followed by reduction with a suitable reducing agent to obtain an amine compound of Formula VIII or a salt thereof;
- or, reducing the compound of Formula VI with a suitable reducing agent to obtain a compound of Formula VII′ followed by cyclization to obtain an amine compound of Formula VIII or a salt thereof,
- wherein “P”, “R1”, and “R2” are defined as above;
- d) coupling the amine compound of formula VIII or a salt thereof with an acid compound of Formula IX or a reactive derivative thereof to obtain a compound of Formula X,
- wherein “P” “R1” and “R2” are defined as above;
- and
- e) optionally deprotecting the compound of Formula X with a suitable deprotecting agent to obtain the tezacaftor of Formula I.
9 more elements
A process for the purification of a compound of Formula VI,
- wherein the “P” represents hydrogen or a suitable hydroxyl protecting group, and “R1” and “R2” may be same or different and represents a hydrogen or an alcoholic protecting group or “R1” and “R2” are taken together to form a diol protecting group;
- comprising:
- a) treating a compound of Formula VI with a suitable solvent, and
- b) isolating the purified compound of Formula VI.
1 more element
Dependencies are inferred from the claim text.