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US 2006/0135768 A1Published application
Synthesis for hydroxyalkylated heterocyclic bases
AssigneeRibapharm, Inc.
InventorsKanda Ramasamy, Jean-Luc Girardet, Haoyun An, Zhi Hong, Robert Orr
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Abstract
A hydroxyalkylated heterocyclic base is prepared by reacting a heterocyclic base with an alkylene carbonate in dimethylacetamide as a solvent, wherein the hydroxyalkylated heterocyclic base is isolated from the solvent using isopropanol or tert-butylmethylether.
Claims19
A method of preparing a compound according to Structure 3 comprising:
- reacting a heterocyclic base according to Structure 1 with a compound according to Structure 2 in dimethylacetamide to form a product according to Structure 3;
- wherein X, Y and Z are independently N or CR, with R being H, halogen, OH, NH2, or substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or alkaryl;
- wherein R1, R2, R3, R4, R5, R6, and R7 are independently H, halogen, OH, NH2, CO(NH2), CNH(NH2), N3, or substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or alkaryl;
- wherein n is an integer between 1 and 3;
- and
- isolating Structure 3 from the dimethylacetamide solvent using isopropanol or tert-butylmethylether.
3 more elements
A method of preparing a compound according to Structure 3 comprising:
- reacting a heterocyclic base according to Structure 1 in dimethylacetamide with ethylene oxide to form a product according to Structure 3;
- wherein X, Y and Z are independently N or CR, with R being H, halogen, OH, NH2, or substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or alkaryl;
- wherein R1, R2, and R3 are independently H, halogen, OH, NH2, CO(NH2), CNH(NH2), N3, or substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or alkaryl;
- and
- reacting the product according to Structure 3 with a phosphonate to obtain an antiviral nucleoside analog.
2 more elements
Dependencies are inferred from the claim text.