Short synthesis of pyridine-based pharmaceutical intermediates

Details Short synthesis of pyridine-based pharmaceutical intermediates Short synthesis of pyridine-based pharmaceutical intermediates

2005-02-15

2005-02-15

Tseng, Cecilia J. (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S269400, C546S271100, C546S271400, C546S272400, C546S272700

Reexamination Certificate

active

06855825

ABSTRACT:
A method of making a compound of Formula VI:wherein Tr is a triphenyl group; R1, R2and R3are each independently selected from the group consisting of H, C1-C4 alkyl, C1-C4 alkoxy, aryl, heteroaryl, and arylalkyl; R4is C2-C6 alkyl, and R5and R6are each independently H or C1-C4 alkyl, involves the step of reacting a compound of Formula V:with Tr-OH to produce a compound of Formula VI. The compounds of Formula VI are useful as intermediates in the manufacture of antibiotic agents. Methods of making compounds of Formula V, and intermediates made or used in the foregoing methods, are also described.

REFERENCES:
patent: WO 0121623 (2001-03-01), None
patent: WO 02096878 (2002-12-01), None
Cherng, Yie-Jia,Synthesis of Substituted Pyridines by the Reactions of Halopyridines with Sulfur, Oxygen, and Carbon Nucleophiles under Focused Microwave Irradiation, Tetrahedron, 58:4931-4935 (2002).
Fujimoto et al.,Substitution Reactions of Brominated Aromatic Heterocycles with Thiols, Yakugaku Zasshi, 106(3):260-4 (1986).
Katrizky et al.,Reactivity of Six-Membered Rings: Alkyl Groups, Handbook of Heterocylic Chemistry, pp. 256-257 (2ndEd., 2000).

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