Processes for preparing losartan and losartan potassium

Details Processes for preparing losartan and losartan potassium Processes for preparing losartan and losartan potassium

2006-05-09

2006-05-09

Solola, Taofiq (Department: 1626)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S250000, C548S254000

Reexamination Certificate

active

07041832

ABSTRACT:
Losartan is prepared by acid catalyzed cleavage of a triarylmethyl group from a triarylmethyl-substituted losartan derivative in a diluent comprising liquid ketone. The reaction mixture is basified and liquid ketone is evaporated from the mixture leaving a residue from which a triarylmethyl alcohol and losartan are each obtained in high yield and high purity. In addition, losartan potassium is prepared by a process that is more convenient that those previously known in the art in which losartan is contacted with potassium ions in substantially pure liquid alcohol and losartan potassium is precipitated from the alcohol.

REFERENCES:
patent: 4340598 (1982-07-01), Furukawa et al.
patent: 4355040 (1982-10-01), Furukawa et al.
patent: 5002953 (1991-03-01), Hindley
patent: 5128355 (1992-07-01), Carini et al.
patent: 5130439 (1992-07-01), Lo et al.
patent: 5138069 (1992-08-01), Carini et al.
patent: 5155118 (1992-10-01), Carini et al.
patent: 5155188 (1992-10-01), Goodall
patent: 5206374 (1993-04-01), Lo
patent: 5210079 (1993-05-01), Carini et al.
patent: 5294716 (1994-03-01), Thomas et al.
patent: 5310928 (1994-05-01), Lo et al.
patent: 5332744 (1994-07-01), Chakravarty et al.
patent: 5354867 (1994-10-01), Carini et al.
patent: 5420292 (1995-05-01), Thomas et al.
patent: 5484955 (1996-01-01), Kato et al.
patent: 5599943 (1997-02-01), Kato et al.
patent: 5608075 (1997-03-01), Campbell, Jr. et al.
patent: 5663186 (1997-09-01), Nelson et al.
patent: 5663187 (1997-09-01), Nelson et al.
patent: 5952509 (1999-09-01), Saito et al.
patent: 5962500 (1999-10-01), Eide et al.
patent: 6350880 (2002-02-01), Katsura et al.
patent: 6710183 (2004-03-01), Fischer et al.
patent: 2002/0115702 (2002-08-01), Remuzzi
patent: 0 470 795 (1991-08-01), None
patent: 0 470 494 (1992-02-01), None
patent: 99/16437 (1999-04-01), None
patent: WO 02/080910 (2002-10-01), None
Bradbury et al., “New Nonpeptide Angiotensin II Receptor Antagonists. 3.1Synthesis, Biological Properties, and Structure-Activity Relationships of 2-Alkyl-4-(biphenylylmethoxy) pyridine Derivatives”,Journal of Medicinal Chemistry1993, 36:9, pp. 1245-1254.
Carini et al. “Nonpeptide Angiotensin II Receptor Antagonists: The Discovery of a Seris ofN-(Biphenylylmethyl—imidazoles as Potent, Orally Active Antihypertensives”Journal of Medicinal Chemistry1991, 34:8 pp. 2525-2547.
Duncia et al., “Dibenzobicyclo [2.2.2.] octane angiotensin II Receptor Antagonists”,Bioorganic&Medicinal Chemistry Letters1995, 5:3, pp. 241-246.
Gibson et al., “New Triarylmethyl Derivatives: ‘Blocking Groups’ for Totaxanes and Polyrotaxanes”,J. Org. Chem. 1993, 58:14, pp. 3748-3756.
Jinyi et al., “Synthesis of a New Type of Antihypertensive Agent Losartan”,Chinese Journal of Medicinal Chemistry1988, 8:4, pp. 271-276.
Joel R. Huff, “HIV Protease: A Novel Chemotherapeutic Target for AIDS”,Journal of Medicinal Chemistry1991, 34:8 2524-2547.
Kim et al., “QuinoxalineN-Oxide Containing Potent Angioensin II Receptor Antagonists: Synthesis, Biological Properties, and Structure-Activity Relationships”, J. Med. Chem 1993, 36, pp. 2335-2342.
Larsen et al., “Efficient Synthesis of Losartan, A Nonpeptide Angiotensin II Receptor Antagonist”, J. Org. Chem. 1994, 59, pp. 6391-6394.
Lo et al., “η-Butyl-2-(2'triphenylmethyltetrazol-50yl)phenylborinic Acid”,Journal of Heterocyclic Chemistry1995 32:1, pp. 355-357.
Marvel et al., “Alkyl Substituted Hexaarylethanes. XI.1Symmentry and Steric Effects as Factors in Dissociation”,J. Am. Chem. Soc. 1941, 63, pp. 1892-1896.
Nicolaï et al., “Synthesis and angiotensin II receptor antagonist activity of C-linked pyrimidine derivatives”,Eur. J. Med. Chem. 1995, 30, pp. 365-375.
Pettit et al., “The Dolastatins. 21. Synthesis, X-ray Crystal Structure, and Molecular Modeling of (6R)-Isodolastatin 101a”,The Journal of Organic Chemistry1994 59:21 6390-6394.
Sharma et al., “Enzymatic Lactonization Stategy for Enantioselective Synthesis of a Tetrahydrolipstatin Synthon”,J. Org. Chem. 1999, 64:22, pp. 8083-8089.
Wang et al., “Synthesis of Novel Isoxazole-contained Analogues of Losartan”,Chinese Chemical Letters2000, 11:11, pp. 961-962.
Zhongguo Yaowu Huaxuie Zazhi,Chinese Journal of Medicinal Chemistry1998, 8:4 271-276.

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