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US 6,184,382 B2Granted
Process for preparing N6-substituted adenosine derivatives
AssigneeAventis Pharmaceuticals Products Inc.
InventorsDiane C. Salazar, Walter Rodriguez, James P. Sherbine, Rick G. Woodward, Adam W. Sledeski, Matthew R. Powers, Michael K. O'Brien
Life of this patent
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Abstract
The invention is directed to improved methods for preparing N6-substituted adenosine derivatives, to intermediates useful therefor and to methods of preparing these intermediates.
Claims18
A process for preparing a 2-halo-3-nitro-4-aminopyridine compound of formula
- wherein X is a straight or branched chain alkylene, cycloalkylene or cycloalkenylene group;
- X2 is Cl or F;
- Y is NR4, O or S;
- a=0 or 1;
- Z is of the formula
- wherein Z1 is N, CR5, (CH)m-CR5 or (CH)m-N, m being 1 or 2;
- and Z2 is N, NR6, O or S, n being 0 or 1;
- R4, R5 and R6 are independently H, alkyl, aryl or heterocyclyl;
- and Ra and Rb are independently H, OH, alkyl, hydroxyalkyl, alkyl mercaptyl, thioalkyl, alkoxy, alkoxyalkyl, amino, alkyl amino, carboxyl, acyl, halogen, carbamoyl, alkyl carbamoyl, aryl or heterocyclyl;
- comprising reacting a 2,4-dihalo-3-nitropyridine compound of formula
- wherein X1 is F and X2 is Cl or F with an amine of formula H2N—X-(Y)a-Z.
8 more elements
A process for preparing (R)-N-[1-[(3-chlorothien-2-yl)methyl]propyl]-2-halo-3-nitro-4-pyridinamine comprising (a) reacting a 2-halo-4-fluoro-3-nitropyridine, wherein halo is Cl or F with (R)-1-(3-chlorothien-2-yl)-2-aminobutane, hydrochloride.
Dependencies are inferred from the claim text.