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US 2016/0257640 A1Published application
Process for Preparing Substituted 3-(1-amino-2-methylpentane-3-yl)phenyl Compounds
AssigneeGruenenthal GmbH
InventorsHelmut Heinrich BUSCHMANN, Joerg HOLENZ
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Abstract
A process for the preparation of substituted 3-(1-amino-2-methylpentane-3-yl)phenyl compounds which has advantages over conventional processes with respect to higher conversions and yields, flexibility, a shorter overall route, environmentally acceptable conditions, influence of stereoselectivity such as diastereoselectivity in a targeted manner and at least partial suppression of the formation of undesired side-products and/or undesired stereoisomers, in particular undesired diastereomers.
Claims20
A process for preparing a compound according to formula (I)
- wherein
- R1, R2 and R3 are each independently selected from the group consisting of H and C1-4-aliphatic residues,
- or a physiologically acceptable acid addition salt thereof,
- according to alternative A said process comprising the steps of:
- (a-I) hydrogenating a compound according to formula (A-I-a) or (A-I-b):
- wherein R1, R2 and R3 in each case have the above defined meanings,
- to a compound according to formula (A-II):
- wherein R1, R2 and R3 have the above defined meanings,
- (a-II) reducing the compound according to formula (A-II) to a compound according to formula (I), and
- (a-III) optionally converting the compound according to formula (I) into a physiologically acceptable acid addition salt thereof, or
- according to alternative B said process comprising the steps of:
- (b-I) converting a compound according to formula (B-I):
- wherein R3 has the above defined meaning
- into a compound according to formula (I), wherein R1, R2 and R3 have the above defined meanings, and
- (b-II) optionally converting the compound according to formula (I) into a physiologically acceptable acid addition salt thereof, or
- according to alternative C said process comprising the steps of:
- (c-I) hydrogenating a compound according to formula (C-I):
- wherein R3 has the above defined meaning
- to a compound according to formula (Ia):
- wherein R3 has the above defined meaning, and
- (c-II) optionally converting the thus obtained compound of formula (C-II) into a physiologically acceptable acid addition salt thereof,
- or
- (c-III) optionally converting the thus obtained compound of formula (C-II) into a compound according to formula (I), and optionally converting the thus obtained compound according to formula (I) into a physiologically acceptable acid addition salt thereof.
20 more elements
Dependencies are inferred from the claim text.