Process for the preparation of 5-formylaminopyrimidines

Details Process for the preparation of 5-formylaminopyrimidines Process for the preparation of 5-formylaminopyrimidines

1995-03-28

1997-07-15

Gupta, Yogendra N.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

544298, 544322, 544323, 544333, C07D23950

Patent

active

056484909

ABSTRACT:
Disclosed is a process for the preparation of 5-formylaminopyrimidines of the general formula: ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are the same or different and signify H, OH, SH, NH.sub.2, alkylamino, halogen, O-alkyl, S-alkyl or alkyl, as well as aryl, and alkyl is an aliphatic radical containing up to 4 carbon atoms, from the corresponding 5-nitrosopyrimidines of the general formula: ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the same meanings as above, wherein the starting compound is subjected to a reductive formylation in the presence of a noble metal catalyst, as well as of formic acid and of a salt thereof.

REFERENCES:
patent: 4948890 (1990-08-01), Schneider
Laurent Fraisse et al., Long-Chain-Substituted Uric Acid and 5,6-Diaminouracil Derivatives as Novel Agents Against Free Radical Proceses: Synthesis and in Vitro Activity, Sep. 22 1992, pp. 1465-1473.
J. Medicinal Chemistry, 1993, vol. 36.
A. Yamazaki, Synthesis of 9-(4'Hydroxybutyl)-2-amino-6-hydroxy-purine 4'-Phosphate') Apr. 1969, pp. 1268-1270, Chem. Pharm. Bull. 17(6), 1969.
Shinozuka et al., Nucleoside Complexing . . . Synthetic Betains, 1985, pp. 141-150. Inorganic Chimica Acta, vol. 100, 1985.
J.C. Sircar et al., 8-amino-9-substituted guanines: Potent purine nucleoside phosphorylase (PNP) inhibitors, 1987, pp. 253-256. Agent and Action vol. 21.
Corbett et al. J. Org. Chem. 46(2), pp. 466-468 1981.

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