Process for the preparation of...

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

Reexamination Certificate

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C548S486000

Reexamination Certificate

active

06884895

ABSTRACT:
The invention relates to a process for the preparation of spiro[(4-cyclohexanone)-[3H]indol]-2′[1′H]-one derivatives of the general formula Iwherein R1and R2independently stand for hydrogen, C1-4alkyl, C1-4alkoxy, C1-4alkylthio, C1-4polyfluoroalkyl, C1-4polyfluoroalkoxy, C3-7cycloalkyloxy, C3-7cycloalkylthio, phenoxy, benzyloxy or nitro group—,characterized by reacting an indolin-2-one derivative of the general formula IIwherein R1and R2are as defined above—with a compound capable for introducing a protective group, selected from 2-tetrahydropyranyl, 1-diethoxy-methylene or C1-4alkoxycarbonylethyl group, coupling the compound of general formula III,thus obtained—wherein R1and R2are as defined above and A stands for a protective group, selected from 2-tetrahydropyranyl, 1-diethoxy-methylene or C1-4alkoxycarbonylethyl group—with an acrylic acid C1-4ester, cyclizing the resulting compound of the general formula IVwherein R1, R2and A are as defined above, R3stands for C1-4alkyl group—, eliminating the —COOR3group and the A protective group of the keto-ester of general formula Vwherein R1, R2, R3and A are as defined above, optionally without isolation of the compounds of the general formulae IV

REFERENCES:
patent: 5663431 (1997-09-01), Di Malta et al.
patent: 5686624 (1997-11-01), Di Malta et al.
patent: 5726322 (1998-03-01), Di Malta et al.
patent: 5728723 (1998-03-01), Di Malta et al.
patent: 5849780 (1998-12-01), Di Malta et al.
patent: 5994350 (1999-11-01), Foulon et al.
patent: 6046341 (2000-04-01), Foulon et al.
patent: 6090818 (2000-07-01), Foulon et al.

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