Title:
A METHOD OF REMOVING THE TRIPHENYLMETHANE PROTECTING GROUP
Document Type and Number:
WIPO Patent Application WO2005021535
Kind Code:
A3
Abstract:
A method of removing the triphenylmethane protecting group from 1-triphenylmethyl-5-(4'-subst. methyl-1,1'-biphenyl-2-yl)-1H-tetrazoles of general formula I wherein R represents the groups of formulae and where R<1>, R<2> and R<3> can be H, a halogen, an unbranched or branched C1-C5 alkyl, C1-C5 hydroxyalkyl, Cl-C5 alkoxy, C1-C5 alkoxymethyl or benzyl, or wherein R<2> and R<3> can form together a saturated or unsaturated C5-C7 ring, optionally an unsubstituted or substituted aromatic ring, is carried out by solvolysis in a simple anhydrous Cl to C5 alcohol in a neutral or slightly basic medium. The method is suitable for the preparation of drugs, such as the potassium salts of losartan, irbesartan or valsartan or candesartan cilexetil.
Inventors:
RADL STANISLAV (CZ)
STACH JAN (CZ)
KLECAN ONDREJ (CZ)
STACH JAN (CZ)
KLECAN ONDREJ (CZ)
Application Number:
PCT/CZ2004/000051
Publication Date:
June 09, 2005
Filing Date:
August 26, 2004
Export Citation:
Assignee:
ZENTIVA AS (CZ)
RADL STANISLAV (CZ)
STACH JAN (CZ)
KLECAN ONDREJ (CZ)
RADL STANISLAV (CZ)
STACH JAN (CZ)
KLECAN ONDREJ (CZ)
International Classes:
C07D257/04; C07D403/10; (IPC1-7): C07D403/10; C07D257/04
Domestic Patent References:
| WO2002094816A1 | 2002-11-28 |
Foreign References:
| EP0497121A1 | 1992-08-05 | |||
| US5559233A | 1996-09-24 | |||
| US5399578A | 1995-03-21 | |||
| US5196444A | 1993-03-23 | |||
| US5281604A | 1994-01-25 |
Other References:
NICHOLAS, J. S. HARMAT ET AL: "4-Diazinyl- and 4-Pyridinylimidazoles: Potent Angiotensin II Antagonists. A Study of Their Activity and Computational Characterization", JOURNAL OF MEDICINAL CHEMISTRY, vol. 38, no. 15, 1995, pages 2925 - 2937, XP002313313
CARINI D J ET AL: "NONPEPTIDE ANGIOTENSIN II RECEPTOR ANTAGONISTS: THE DISCOVERY OF A SERIES OF N-(BIPHENYLYLMETHYL)IMIDAZOLES AS POTENT, ORALLY ACTIVE ANTIHYPERTENSIVES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 34, no. 8, 1 August 1991 (1991-08-01), pages 2525 - 2547, XP000674205, ISSN: 0022-2623
USIFOH, CYRIL O.: "Anticonvulsant activity of reaction products of 5,5-diphenylhydantoin with substituted methylene bromides", ARCH. PHARM. PHARM. MED. CHEM., vol. 334, no. 11, 2001, pages 366 - 368, XP002319792
ATTANASI O. A. ET AL.: "Synthesis of biphenyltetrazole derivatives of 1-aminopyrroles as angiotensin II antagonists", FARMACO, vol. 54, 1999, pages 64 - 76, XP002319793
CARINI D J ET AL: "NONPEPTIDE ANGIOTENSIN II RECEPTOR ANTAGONISTS: THE DISCOVERY OF A SERIES OF N-(BIPHENYLYLMETHYL)IMIDAZOLES AS POTENT, ORALLY ACTIVE ANTIHYPERTENSIVES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 34, no. 8, 1 August 1991 (1991-08-01), pages 2525 - 2547, XP000674205, ISSN: 0022-2623
USIFOH, CYRIL O.: "Anticonvulsant activity of reaction products of 5,5-diphenylhydantoin with substituted methylene bromides", ARCH. PHARM. PHARM. MED. CHEM., vol. 334, no. 11, 2001, pages 366 - 368, XP002319792
ATTANASI O. A. ET AL.: "Synthesis of biphenyltetrazole derivatives of 1-aminopyrroles as angiotensin II antagonists", FARMACO, vol. 54, 1999, pages 64 - 76, XP002319793
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