5-modified pyrimidines from palladium catalyzed carbon-carbon coupling
OwnerBruce Eatoninventor
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Abstract
This invention discloses a method for the preparation of pyrimidine nucleosides modified at the 5-position of the pyrimidine ring using a palladium catalyst of the formula PdL.sub.3, wherein L is a ligand of palladium. Included in the invention are pyrimidine nucleosides modified at the 5-position prepared according to the method of the invention.
Claims3
A pyrimidine nucleoside modified at the 5-position of the pyrimidine ring prepared according to a method comprising the steps of:
- a) preparing a solution of a palladium catalyst of the formula PdL.sub.3, wherein L is triphenylphosphine (PPh.sub.3);
- b) reacting a pyrimidine starting material containing a halogen leaving group attached to the 5-position of said pyrimidine starting material with a tetraalkyl tin compound of the formula R'SnR".sub.3, wherein R' is a C1 to C4 alkyl, and R" is selected from the group consisting of a C1 to C7 carbonyl, a C1 to C5 carbalkoxy, a C1 to C3 alkenyl, a C1 to C4 alkoxy or phenyl (C.sub.6 H.sub.5), in the presence of the PdL.sub.3 catalyst;
- and
- c) isolating and purifying said pyrimidine nucleoside.
A compound of the formula ##STR13## wherein R.sub.1, R.sub.2 and R.sub.3 are independently H, alkyl, alkenyl, alkynyl, alkoxy, phenyl or halo and Y is ribose or deoxyribose.
A compound of the formula:
- ##STR14## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sup.5 are independently halo, H, alkyl, alkynyl, alkoxyl, phenyl or cyano and Y is ribose or deoxyribose.
Dependencies are inferred from the claim text.