Method for obtaining a pharmaceutically active compound...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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07741492

ABSTRACT:
It is provided a method for obtaining Irbesartan polymorph A, with few synthesis steps, by coupling the intermediate of formula (II) with the compound of formula (III), neutralising one of its alkaline salts in an aqueous medium and recrystallising the crude product obtained. The utilisation of said method obviates protection and deprotection of the tetrazole ring and is therefore of considerable interest for obtaining Irbesartan on a large industrial scale. The invention also refers to the synthesis intermediate of formula (II).

REFERENCES:
patent: 5629331 (1997-05-01), Caron et al.
patent: 2002/0045650 (2002-04-01), Mackman
patent: WO 2004/039753 (2004-05-01), None
patent: WO 2004/065383 (2004-08-01), None
patent: WO 2004/072064 (2004-08-01), None
patent: WO 2005/102987 (2005-11-01), None
Form PCT/ISA/210 International Search Report dated May 30, 2006.
Larsen, R.D., et al., “Efficient Synthesis Of Losartan, A Nonpeptide Angiotensin II Receptor Antagonist”; Journal of Organic Chemistry, American Chemical Society, vol. 59, 1994, pp. 6391-6394.
Cousaert, N., et al. “Efficient, Protection-Free Suzuki-Miyaura Synthesis Of Ortho-Biphenyltetrazoles”, Tetrahedron Letters, vol. 46, No. 38, Sep. 2005.
Murugesan, N., et al., “Biphenyslulfonamide Endothelin Receptor Antagonists. Part 3: Structure-Activity Relationship Of 4′-Heterocyclic Biphenylsulfonamides”, Bioorganic And Medicinal Chemistry Letters, vol. 12, 2002, pp. 517-520.
Bernhart, C.A., et al., “A New Series Of Imidazolones: Highly Specific And Potent Nonpeptide AT1 Angiotensin II Receptor Antagonists”, Journal of Medicinal Chemistry, American Chemical Society, vol. 36, No. 22, 1993, pp. 3371-3380.

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