Process for the preparation of N-substituted...

Details Process for the preparation of N-substituted... Process for the preparation of N-substituted...

2008-05-20

2008-05-20

Anderson, Rebecca (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07375238

ABSTRACT:
The present invention relates to a process for the preparation of a N-(N′-substituted glycyl)-2-cyanopyrrolidine comprising at least(a) reacting, in the presence of dimethylformamide, a compound of formula (V) wherein, independently of each other, X1and X3are halogen; X2is halogen, OH, O—C(═O)—CH2X3, —O—SO2—(C1-8)alkyl or 13 O—SO2-(aryl), with L-prolinamide, followed by(b) reacting the resultant compound without isolation with a dehydration agent, optionally followed by(c) reacting, in the presence of a base, the resultant compound without isolation with an appropriate amine and(d) recovering the resultant compound in free form or in acid addition salt form.

REFERENCES:
patent: 6166063 (2000-12-01), Villhauer
patent: 6380398 (2002-04-01), Kanstrup et al.
patent: WO 98/19998 (1998-05-01), None
patent: WO 00/34241 (2000-06-01), None
patent: WO 01/96295 (2001-12-01), None
patent: WO 2004/092127 (2004-10-01), None
Villhauer et al. J. Med. Chem. 2003, 46, 2774-89.
Willand et al., Tetrahedon 58, pp. 5741-5746, Solid and solution phase syntheses of the 2-cyanopyrrolidide DPP-IV inhibitor NVP-DPP728 (2002).

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