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US 10,294,201 B2Granted
Process for production of glycopyrronium tosylate
AssigneeDermira, Inc.
InventorsAnthony Adrian Shaw, Enrico Vigano, Renato Molteni
Life of this patent
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Abstract
Provided herein are methods for the production of glycopyrronium tosylate and glycopyrronium tosylate compositions. Also provided herein are compositions useful in the production of glycopyrronium tosylate. Additionally provided herein are glycopyrronium tosylate compositions. Glycopyrronium tosylate is useful for the treatment of, among other conditions, hyperhidrosis.
Claims34
A method of producing purified glycopyrronium tosylate comprising:
- purifying glycopyrronium tosylate by one or more crystallizations in an aqueous solvent to obtain a purified glycopyrronium tosylate, wherein the aqueous solvent consists essentially of water.
A method of producing glycopyrronium tosylate comprising:
- (i) contacting cyclopentylmandelic acid with 1-methylpyrrolidin-3-ol to form glycopyrrolate base:
- (ii) contacting the glycopyrrolate base with 5-nitroisophthalic acid to form glycopyrrolate base, 5-nitroisophthalate salt:
- (iii) contacting the glycopyrrolate base, 5-nitroisophthalate salt with an inorganic base to form glycopyrrolate base:
- (iv) contacting the glycopyrrolate base with methyl tosylate to produce glycopyrronium tosylate:
- wherein the glycopyrrolate base is contacted with a water-miscible organic solvent;
- and
- (v) purifying the glycopyrronium tosylate obtained in step (iv) by one or more crystallizations in an aqueous solvent to obtain a purified glycopyrronium tosylate;
- wherein the aqueous solvent consists essentially of water.
5 more elements
Dependencies are inferred from the claim text.