Processes for making, and methods of using, glycopyrronium compounds
AssigneeDermira, Inc.
InventorAnthony Adrian SHAW
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Abstract
Provided herein are processes for making and methods of using salts of glycopyrronium, including solid forms and forms suitable for use as topicals. Disclosed here are processes for making salts of glycopyrronium, also processes for making compositions comprising salts of glycopyrronium, and methods of treating hyperhidrosis with salts of glycopyrronium as well as with compositions comprising salts of glycopyrronium such as, but not limited to, topical compositions. Disclosed herein are methods of treating hyperhidrosis including administering salts of glycopyrronium to subjects in need thereof.
Claims64
A process for making a compound of Formula (I):
- wherein:
- R1 and R2 are each, independently in each instance, selected from alkyl and alkyl substituted with alkoxycarbonyl;
- the stereochemical configuration about the carbon atom indicated by 2 is R;
- the stereochemical configuration about carbon atom indicated by 3′ is R;
- X− is an anion;
- wherein the process comprises step (1) contacting a compound of Formula (Ia) with a compound of Formula (Ib) under coupling conditions to form a compound of Formula (Ic):
- and step (2) contacting a compound of Formula (Ic) with a compound of Formula (Id) to make a compound of Formula (I):
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A process of making a compound of Formula (Ib):
- wherein R1 is alkyl;
- comprising:
- step (3):
- providing a compound (5):
- step (4):
- contacting compound (5) with methyl amine to form a compound of Formula Ibc:
- and
- contacting compound (Ibc) with a reducing agent to form a compound of Formula (Ib):
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Dependencies are inferred from the claim text.