N-5-protected 2,5-diamino-4,6-dichloropyrimidines and process for their production
AssigneeLonza Ltd.
InventorsGerhard Stucky, Felix Previdoli
Life of this patent
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Abstract
N-5-protected 2,5-diamino-4,6-dichloropyrimidines of general formula: ##STR1## wherein R is an alkoxy group or a trifluorometyl group, are valuable intermediate products for the production of pharmaceutical agents with antiviral properties. The above-mentioned compounds are produced by cyclization of an N protected amino malonic acid ester with guanidine in the presence of an alkali alcoholate and then chlorination of the resulting N-5-protected 4,6-dihydroxy-2,5-diaminopyrimidine.
Claims6
A N-5-protected 2,5-diamino-4,6-dichloropyrimidine of formula:
- ##STR9## wherein R is a C.sub.1 -C.sub.4 -alkoxy group or a trifluoromethyl group.
A process for the production of a N-5-protected 2,5-diamino-4,6-dichloropyrimidine of formula:
- ##STR10## wherein R.sub.1 is a C.sub.1 -C.sub.4 lower alkyl group and R is a C.sub.1 -C.sub.4 -alkoxy group or a trifluoromethyl group, comprising cyclizing an N-protected amino malonic acid ester of formula:
- ##STR11## wherein R.sub.1 has the above-mentioned meaning and R has the above-mentioned meaning, with guanidine in the presence of an alkali alcoholate to a N-5-protected-4,6-dihydroxy-2,5-diaminopyrimidine of formula:
- ##STR12## wherein R has the above-mentioned meaning, and reacting the pyrimidine of formula III with phosphorus oxychloride to provide the end product.
A N-5-protected 2,5-diamino-4,6-dihydroxypyrimidine of formula:
- ##STR13## wherein R is a C.sub.1 -C.sub.4 -alkoxy group or a trifluoromethyl group.
Dependencies are inferred from the claim text.