Process for the preparation of pyrimidine derivatives

Details Process for the preparation of pyrimidine derivatives Process for the preparation of pyrimidine derivatives

2007-12-25

2007-12-25

Tucker, Zachary C. (Department: 1624)

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

C544S315000, C544S322000, C544S330000

Reexamination Certificate

active

11004755

ABSTRACT:
An improved process for the preparation of pyrimidine derivatives is provided comprising reacting a Wittig reagent of the general formulawherein R is an alkyl of from 1 to 10 carbon atoms, aryl or arylalkyl, R1is a substituted or unsubstituted hydrocarbon group, R2and R3are the same or different and are hydrogen or a substituted or unsubstituted hydrocarbon group; Z is sulfur, oxygen, sulfonyl, or imino which may be substituted by formyl, acetyl, propionyl, butyryl, isobutyryl, valeryl, isovaleryl, amino substituted by sulfonyl or alkylsulfonyl, and sulfonyl substituted by alkyl, amino or alkylamino and X is a halogen; with an aldehyde of the general formulawherein R4is hydrogen, a lower alkyl or a cation capable of forming a non-toxic pharmaceutically acceptable salt and each R5are the same or different and are hydrogen or a hydrolyzable protecting group, or each R5, together with the oxygen atom to which each is bonded, form a hydrolyzable cyclic protecting group, or each R5is bonded to the same substituent which is bonded to each oxygen atom to form a hydrolyzable protecting group; in the presence of a base.

REFERENCES:
patent: 5260440 (1993-11-01), Hirai et al.
patent: WO 03/087112 (2003-10-01), None
patent: WO 2004/103977 (2004-12-01), None
Beck et al. “Synthesis and Biological Activity of New HMG-CoA Reductase Inhibitors. 1. Lactones of Pyridine- and Pyrimidine-Substituted 3,5-Dihydroxy-6-heptonoic (-heptanoic) Acids”,J. Med. Chem., 1999, 33, 52-60.

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