Process for producing tolterodine

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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C564S315000

Reexamination Certificate

active

11421192

ABSTRACT:
The present invention provides a process for producing tolterodine of the formula (1) or its salt, which comprises a step reacting a compound of the formula (2) with a base to obtain a reaction product; a step reacting the reaction product with a compound of the formula (3) to obtain a compound of the formula (4); and a step eliminating the protective group from the compound of the formula (4), and also provides a process for producing the compound of the formula (3).

REFERENCES:
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patent: 5922914 (1999-07-01), Gage et al.
patent: 6822119 (2004-11-01), Kumar et al.
Chen, G., et al., “Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to Coumarins: Asymmetric Synthesis of (R)-Tolterodine”, Org. Lett., vol. 7, No. 11, pp. 2285-2288 (2005).
Kennedy-Smith, J. J., et al., “Rhenium-Catalyzed Aromatic Propargylation”, Org. Lett., vol. 6, No. 8, pp. 1325-1327 (2004).
Srinivas, K., et al., “An Improved, Scalable, and Impurity-Free Process for Tolterodine Tartrate”, Org. Proc. Res. & Develop., vol. 9, No. 3, pp. 314-318 (2005).
Botteghi, C., et al., “A New Efficient Route to Tolterodine”, Org. Proc. Res. & Develop., vol. 6, pp. 3719-383 (2002).
Andersson, P. G., et al., “Asymmetric Total Synthesis of (+)-Tolterodine, a New Muscarinic Receptor Antagonist, via Copper-Assisted Asymmetric Conjugate Addition of Aryl Grignard Reagents to 3-Phenyl-prop-2-enoyl-oxazolidinones”, J. Org. Chem., vol. 63, pp. 8067-8070 (1998).

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