US 7,321,042 B2 | ||
Process for preparing N-substituted 3-β-aminonortropanes | ||
Rainer Sobotta, Ingelheim (Germany); and Hans-Peter Ignatow, Ingelheim (Germany) | ||
Assigned to Boehringer Ingelheim Pharma GmbH & Co. KG, Ingelheim (Germany) | ||
Filed on Oct. 04, 2004, as Appl. No. 10/958,047. | ||
Claims priority of application No. 103 48 112 (DE), filed on Oct. 16, 2003; and application No. 10 2004 013 227 (DE), filed on Mar. 18, 2004. | ||
Prior Publication US 2005/0096346 A1, May 05, 2005 | ||
Int. Cl. C07D 451/02 (2006.01) |
U.S. Cl. 546—124 | 7 Claims |
1. A process for preparing N-substituted 3β-aminonortropanes of formula I or an acid addition salt thereof,
![]() R1 denotes an optionally substituted group selected from the group consisting of C1-C8-alkyl, C2-C8-alkenyl, C3-C8-cycloalkyl and C6-C10-aryl-C1-C8-alkyl,
wherein either
(a) a corresponding 3-oxonortropane of formula IIA
![]() is reacted with an arylmethylamine of formula IIIA
H2N—CH2—Ar (IIIA)
wherein
Ar denotes an optionally substituted phenyl group or an optionally substituted 5- or 6-membered heteroaromatic group with
at least one heteroatom selected from the group N, O and S; or
(b) a corresponding 3α-aminonortropane of formula IIB
![]() is reacted with an arylaldehyde of formula IIIB
O═CH—Ar (IIIB); converting the resulting imine of formulae IVA prepared in option (a) or IVB prepared in option (b)
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