Patent ID: 7498434

Claim:
A method of making a substituted pyrazolopyrimidine, or pharmaceutically acceptable salt thereof, wherein the substituted pyrazolopyrimidine is a compound of Formula I, wherein R 1 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, formyl, carboxyl, cyano, hydroxymethyl, N-hydroxyformimidoyl and R 4 CO— wherein R 4 is selected from the group consisting of hydrogen; alkyl(C 1 -C 6 ); alkoxy(C 1 -C 6 ); unsubstituted phenyl; phenyl mono- or disubstituted by halogen, alkyl(C 1 -C 3 ) or alkoxy(C 1 -C 3 ); phenyl, phenyl substituted by trifluoromethyl, alkylthio(C 1 -C 3 ), alkylamino(C 1 -C 3 ), dialkylamino(C 1 -C 3 ), methylenedioxy, alkylsulfonyl(C 1 -C 3 ) or alkanoylamino(C 1 -C 3 ); naphthalenyl; thiazolyl; biphenyl; thienyl; furanyl; pyridinyl; substituted thiazolyl; substituted biphenyl; substituted thienyl; and substituted pyridinyl, wherein the substituents are selected from one or two of the groups consisting of halogen, alkyl(C 1 -C 3 ) and alkoxy(C 1 -C 3 ); R 2 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, cyano, cyanomethyl, carbamoyl or alkyl (C 1 -C 3 ); and R 3 is selected from the group consisting of phenyl; o-trifluoromethylphenyl; m-trifluoromethylphenyl; m-methoxyphenyl; pyridyl; pyridyl N-oxide; thienyl; furanyl; and substituted phenyl, wherein one or more of the positions is substituted by a group represented by Formula II wherein R 5 is selected from the group consisting of hydrogen, alkyl(C 1 -C 6 ), alkenyl(C 2 -C 6 ), alkynyl, cycloalkyl(C 3 -C 6 )methyl, —CH 2 OCH 3 , —CH 2 CH 2 OCH 3 , —CH 2 CH 2 OH, —CH 2 CHOHCH 2 OH, and —[CH 2 CH 2 O] n=10-120 ; and R 6 is selected from the group consisting of alkyl(C 1 -C 6 ), cycloalkyl(C 3 -C 6 ), —O-alkyl(C 1 -C 6 ), —NH-alkyl(C 1 -C 3 ), —N-dialkyl(C 1 -C 3 ), —(CH 2 ) n O-alkyl(C 1 -C 3 ), —(CH 2 ) n NH-alkyl(C 1 -C 3 ) and —(CH 2 ) n N-dialkyl(C 1 -C 3 ), where n is an integer 1 to 3 inclusive; the method comprising reacting an aminopyrazole compound or a salt thereof with a substituted 1-oxo-2-propenyl-compound or a salt thereof under acidic conditions in a reaction medium including a two-phase mixture of an aqueous solution and a water-immiscible organic liquid.