Process for the preparation of losartan

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

Reexamination Certificate

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C548S333500

Reexamination Certificate

active

07915425

ABSTRACT:
The invention relates to a improved process for the preparation of Losartan and its potassium salt, which comprises: (i) reacting bromo OTBN with BCFI in the presence of a base and a phase transfer catalyst to produce a cyano aldehyde; reacting the formed cyano aldehyde with sodium azide in the presence of tributyl tin chloride to produce aldehyde tetrazole; reducing the formed aldehyde tetrazole with sodium borohydride to produce Losartan; and, if desired, converting the formed Losartan to its potassium salt by known method.

REFERENCES:
patent: 4820843 (1989-04-01), Aldrich
patent: 4874867 (1989-10-01), Aldrich
patent: 4879186 (1989-11-01), Lindmayer
patent: 5484955 (1996-01-01), Kato et al.
patent: 0253310 (1988-01-01), None
patent: 0578125 (1994-01-01), None
patent: WO 2005/014602 (2005-02-01), None
patent: WO-2005014602 (2005-02-01), None
Carini, D. et al, “Nonpeptide Angiotensin II Receptor Angagonists . . . ”, Journal Med. Chem., 1991, vol. 34, pp. 2525-2547.
Larsen, R.D. et al, “Efficient Synthesis of Losartan, A Nonpeptide Angiotension II . . . ”, J. Org. Chem, 1994, vol. 59, pp. 6391-6394, American Chemical Society.

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