Back to results
US 8,263,809 B2Granted
Preparation of 3-[(1R,2R)-3-(dimethylamino)-1ethyl-2-methylpropyl]phenol
AssigneeGruenenthal GmbH
InventorWolfgang Hell
Life of this patent
Estimating the term…
Abstract
The present invention relates to an improved process for the preparation of 3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol monohydrochloride.
Claims15
A process for preparing a compound corresponding to formula (VIII):
- wherein
- R1 represents H, C3-8 cycloalkyl, C1-6 alkylcarbonyl, tetrahydropyranyl, or C1-3 alkyl substituted with phenyl or naphthyl;
- or an acid addition salt thereof, said process comprising:
- a) acylating a compound corresponding to formula (VI):
- wherein
- R represents C3-8cycloalkyl, C1-6alkylcarbonyl, tetrahydropyranyl, or C1-3alkyl substituted with phenyl or naphthyl;
- with an acylating agent to yield a compound corresponding to formula (VII):
- b) hydrogenolyzing the compound of formula (VII) using a catalyst in an inert solvent in the presence of hydrogen to yield a compound of formula (VIII);
- c) if R1≠H, optionally deprotecting the group R1 of formula (VIII);
- and
- d) optionally converting the compound of formula (VIII) into an acid addition salt.
8 more elements
A compound corresponding to formula (VII):
- wherein
- R represents C3-8 cycloalkyl, C1-6 alkylcarbonyl, tetrahydropyranyl, or C1-3 alkyl substituted with phenyl or naphthyl.
Dependencies are inferred from the claim text.