Processes for producing 7-isoindoline-quinolonecarboxylic...

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

Reexamination Certificate

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C548S405000, C548S466000

Reexamination Certificate

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11691740

ABSTRACT:
Process for producing a 7-bromoquinolone-carboxylic acid derivative of the following formula or its saltby reacting a 2,4-dibromo-3-hydroxybenzoic acid ester compound of the formulain-line-formulae description="In-line Formulae" end="lead"?R7a-xin-line-formulae description="In-line Formulae" end="tail"?to obtain a 3-alkoxy-2,4-dibromobenzoic acid ester, subjecting the 3-alkoxy-2,4-dibromobenzoic acid ester to elimination reaction of the carboxyl-protecting group to obtain a 3-alkoxy-2,4-dibromobenzoic acid, subjecting the 3-alkoxy-2,4-dibromobenzoic acid to ketoesterification reaction to obtain a 3-alkoxy-2,4-dibromobenyolacetic acid ester, reacting the 3-alkoxy-2,4-dibromobenzoylacetic acid ester with an orthoester or an acetal, then reacting the reaction product with a compound of the formula R2—NH or its salt to obtain a 2-(3-alkoxy-2,4-dibromobenzoyl)-3-substituted aminoacrylic acid ester and subjecting the 2-(3-alkoxy-2,4-dibromobenzoyl)-3-substituted aminoacrylic acid ester to ring-closing reaction, and products thereof.

REFERENCES:
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patent: 6025370 (2000-02-01), Todo et al.
patent: 0 705 815 (1996-04-01), None
patent: 0 775 702 (1997-05-01), None
patent: 2003-206290 (2003-07-01), None
patent: WO 97/29102 (1997-08-01), None
Hayashi, CA 139:30223, abstract only of Arzneimittel-Forschung VOI 52(12), pp. 903-913, 2002.
CA 127:220579, abstract of WO 97/29102 (Aug. 1997).
Z. Fence, “World Pharmacy-Hechengyao”, Shenghuayao, vol. 15, No. 1, pp. 32-41 (1994).
English translation of “Pharmaceutical Chemistry”, 3rdEdition, by Li Zhenghua, People Health Publishing House, pp. 362-364.
English translation of “World Pharmacy-Hechengyao”, Shenghuayao, Z.Fence, vol. 15, No. 1, pp. 32-41 (1994).

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