CPC C07D 417/12 (2013.01) [C07B 59/002 (2013.01); C07D 401/12 (2013.01); C07B 2200/05 (2013.01)] | 12 Claims |
1. A process for preparing a compound represented by Formula IA, its solvates, polymorphs and isotopic variations thereof:
comprising:
reacting a compound represented by Formula II:
with a compound represented by Formula III:
to provide a compound represented by Formula VII:
and
reacting the compound of Formula VII with an alkyne to provide a compound represented by formula I:
or
reacting a compound represented by Formula II:
with a compound represented by Formula III:
to provide a compound represented by Formula I:
and
reacting the compound of Formula I with an alkali metal hydroxide to provide a compound represented by Formula V:
and
reacting the compound of Formula V with a substituted hydrazine to provide a compound represented by the Formula IA; or
reacting the compound of Formula I with a substituted hydrazine to provide a compound represented by Formula VI:
and
reacting the compound of Formula VI with a divinyl derivative to provide a compound represented by the Formula IA, wherein
R is selected from the group consisting of H, CH3 and CH2CH3;
R1 is selected from the group consisting of H, CN, OH, phthalimido, amide, carboxylic ester, nitrate ester, halogen, methoxy, mesylate and tosylate;
R2 is selected from the group consisting of H, CH3, CH2CH3, OCH3 and CN;
X1 is selected from the group consisting of CH2, O and SO2;
X2 is halogen or
n is an integer from 1-4; and
Y is selected from the group consisting of a C1-C4 alkyl group, a C1-C4 perfluoroalkyl group, and a phenyl group that is unsubstituted or substituted with a methyl, chloro or nitro group.
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