Process for producing muscarine receptor antagonist and...

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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07868183

ABSTRACT:
The industrial production of 4-(2-methyl-1-imidazolyl)-2,2-diphenylbutanamide, a urinary incontinence remedy, necessitates elimination of problems concerning the use of a synthetic adsorbent, e.g., HP-20, the efficiency of operation with the same, purification efficiency, etc. An acid salt, e.g., hydrochloride or phosphate, of 4-(2-methyl-1-imidazolyl)-2,2-diphenylbutanamide or a hydrate of any of these salts is used as an intermediate. This intermediate is neutralized and then purified. Thus, high-purity 4-(2-methyl-1-imidazolyl)-2,2-diphenylbutanamide is easily obtained in satisfactory yield. The industrial-scale production process has been thus established.

REFERENCES:
patent: 5932607 (1999-08-01), Miyachi et al.
patent: 6350880 (2002-02-01), Tadashi et al.
patent: 0 733 621 (1996-09-01), None
patent: 7 291936 (1995-11-01), None
patent: 2003 201281 (2003-07-01), None
patent: 95 15951 (1995-06-01), None
Vippagunta et al., Crystalline solids, 2001, Advanced Drug Delivery Reviews, 48, pp. 3 and 18.
Miyachi, H. et al., “Synthesis and Antimuscarinic Activity of a Series of 4(1-Imidazolyl)-2,2-Diphenylbutyramides: Discovery of Potent and Subtype-Selective Antimuscarinic Aents” Bioorganic and Medicinal Chemistry, Elsevier Science Ltd., GB, vol. 7, No. 6, Jun. 1, 1999, pp. 1151-1161.
Armarego, W. L. F., et al., “Purification of Laboratory Chemicals (Fifth Edition)”, 2003, Elsevier Butterworth-Heinemann, XP002511132 , p. 63.

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