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US 2014/0005414 A1Published application
Preparation of duloxetine hydrochloride using optically active methylhydroxylaminopropanol compound as an intermediate
AssigneeSCI Pharmtech, Inc.
InventorsBo-Fong Chen, Feng-Ju Lu, Jinun-Ban Yeh, Wei-Chyun Wong, Feng-hsu Li, Yen-Wei Li, Yeh-Chi Su
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Abstract
The present invention provides a process for preparing duloxetine hydrochloride with higher yield and lower cost.
Claims20
A process for preparing (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride, comprising steps of:
- dissolving (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine in an organic solvent to form a mixture, wherein the organic solvent is at least one of C3-8 ketones;
- and
- adding anhydrous hydrochloride to the mixture, wherein the anhydrous hydrochloride is formed by an acid chloride and an alcohol.
A process for preparing (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride represented by the following formula, comprising steps of
- reacting (S)-(−)-3-methylamino-1-(2-thienyl)propan-1-ol with KOR3 and halonaphthalene in DMSO to form (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine, wherein R3 is C1-6 alkyl;
- and halo is F, Cl, Br or I;
- dissolving the (S)-(+)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamino in an organic solvent to form a mixture, wherein the organic solvent is at least one of C3-8ketones;
- and adding anhydrous hydrochloric acid to the mixture, wherein the anhydrous hydrochloric acid is formed by reacting acyl chloride with alcohol.
1 more element
Dependencies are inferred from the claim text.