Imidazopyridine derivatives and process for making them

Patent 6281360 Issued on August 28, 2001. Estimated Expiration Date:

February 25, 2020. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Abstract Claims Description Full Text

Patent References

Imidazo[1,2-a] pyridine derivatives and their application as pharmaceuticals
Patent #: 4382938
Issued on: 05/10/1983
Inventor: Kaplan , et al.

Process for the preparation of imidazopyridines Patent #: 4794185
Issued on: 12/27/1988
Inventor: Rossey , et al.

Inventors

Assignee

Synthon BV

Application

No. 512789 filed on 02/25/2000

US Classes:

546/121Ring nitrogen is shared by the two cyclos

Examiners

Primary: Dentz, Bernard

Attorney, Agent or Firm

Buscher; Mark R.

Foreign Patent References

0 050 563 B1 EP. 05/12/1984
0 251 859 B1 EP. 11/12/1990

International Class

C07D 471/04

Abstract

Imidazopyridine compounds of the formula 1 are can be made in high purity, e.g. greater than 95% pure, by a process that use a novel intermediate of formula 5: ##STR1##wherein R1 and R2 each independently represent hydrogen or a lower alkyl group and Y and Z each independently represent a lower alkyl group. By this process, zolpidem, a commercial pharmaceutical of the formula 1 can be effectively made.

Other References

George et al., "Zolpidem and Related Compounds: Syntheses, Physical Properties and Structure-Activity Relationships," Imidazopyridines in Sleep Disorders, edited by Sauvanet et al., Raven Press 1988, pp. 11-23
Schmitt et al., Imidazo[1,2-b]pyridazines. XXIII Some 5-Deaza Analogues. Syntheses of Some 2-Arl-6-(chloro, methoxy or unsubstituted) imidazo[1,2-a]pyridanes and Their Affinity for Central and Mitochondrial Benzodiazepine Receptors, Aust. J. Chem. 1997, 50, pp. 719-725
Trapani et al., "Synthesis and Binding Affinity of 2-Phenylimidazo[1,2-a]pyridine Derivatives for both Central and Peripheral Benzodiazepine Receptors. A New Series of High-Affinity and Selective Ligands for the Peripheral Type," J. Med. Chem. 1997, 40, pp. 3109-311