Pcr, Inc.

Roy Anderson

Paul D Schuman

Geraldine Westmoreland

Direct fluorination of uracil, cytosine and their derivatives, in the presence of a non-aqueous solvent, by fluorine gas to produce 5-fluorouracil, 5-fluorocytosine, 5-fluorouracil derivatives and 5-fluorocytosine derivatives is disclosed. The non-aqueous solvent is an acid or alcohol, which can be partly or fully fluorinated or chlorinated, of up to 8 carbon atoms, such as trifluoroacetic acid. Novel compounds produced by the reaction, such as 5,5-difluoro-5,6-dihydro-6-(2,2,2-trifluoroethoxy) uracil are also disclosed. The derivatives and 5-fluorocytosine are useful as germicidal and antineoplastic agents while 5-fluorouracil itself is a known cancer chemotherapy agent.

5,5-Difluorouracil

Process for producing 5-fluorouracil and derivatives thereof in acid

A process for producing bis-silyl derivatives of fluorinated pyrimidines is disclosed, wherein a 5-fluoro-6-hydroxy or alkoxy pyrimidine is reacted with a silane, such as triethylchlorosilane. The intermediate product produced by that reaction, which is obtained in high yield, may then be reacted with a further compound, which can be a blocked sugar halide or 2-chlorotetrahydrofuran, to produce a nucleoside of the pyrimidine. The nucleosides are useful as antibacterial and antiviral agents, and in the treatment of cancer.

Silylation of 5-fluoro-6-hydroxy or alkoxy pyrimidine

The reaction of certain fluorinated pyrimidine derivatives with hydrogen donor compounds to produce 6-substituted 5-fluoropyrimidines is disclosed. The products so produced are useful in germicidal and antineoplastic applications, and can be converted into 5-fluorouracil, which has known utility in cancer chemotherapy.

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Gainesville, FL, United States of America

Roy Anderson