Process for preparation of a quinolinecarbaldehyde

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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10479226

ABSTRACT:
A process for producing 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde important as intermediate for the synthesis of pharmaceuticals, efficiently from an unnecessary antipode, is provided.A process for producing 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-carbaldehyde represented by the formula (III):which comprises treating a compound represented by the formula (I) or (II):(wherein A is —CHOH or —C(O)—, and R is a hydrogen atom, a C1-4alkyl group which may be branched, a phenyl group, an alkali metal ion or an alkaline earth metal ion) with ozone, followed by reduction with an inorganic sulfur compound or by hydrogenation for reduction decomposition.

REFERENCES:
patent: 6-239779 (1994-08-01), None
patent: 8-003138 (1996-01-01), None
patent: 9-025308 (1997-01-01), None
March , Advanced Organic Chemistry, 3rdEdition, pp. 1066-1067, 1985.
(Fundamental Organic Chemistry, written by XIN, Qi-yi, published by Gaojiao Publishing Company, 2ndEd., 1993, pp. 187-188.
Edited by CSJ: The Chemical Society of Japan, Jikken Kagaku Koza 21, Yuki Gosei III-Aldehyde-Keton-Quinone-, 4thedition, Kumao EBIHARA, pp. 51-52 Feb. 15, 1991.
J. March, “Advanced Organic Chemistry”, 4thEdition, Reaction 9-9, p. 1177 (prior edition previously filed).

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