Patent ID: 8686135

Claim:
A method of preparing a compound having formula (II): the method comprising contacting a compound of formula (VI) with R 1 â€”Y in a solvent, in the presence of dichloro[1,1â€²-bis(ditert-butylphosphino)ferrocene]palladium or dichlorobis(p-dimethylamino phenylditbutylphosphine)palladium(II), wherein said contacting occurs under conditions suitable to provide a compound of formula (I), wherein: a) when X is halogen, then Y is B(OR + ) 2 or Sn(R ++ ) 3 ; or b) when Y is halogen or triflate, then X is B(OR + ) 2 or Sn(R ++ ) 3 ; wherein each R + is independently hydrogen or substituted or unsubstituted C 1-3 alkyl, or each R + , together with the boron atom and the atoms to which they are attached, form a cyclic boronate; and each R ++ is a C 1-3 alkyl; and wherein: R 1 is substituted or unsubstituted C 1-8 alkyl, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclyl, or substituted or unsubstituted heterocyclylalkyl; R 2 is H, substituted or unsubstituted C 1-8 alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted heterocyclylalkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted cycloalkylalkyl; R 3 is H, or a substituted or unsubstituted C 1-8 alkyl; provided the compound of formula (II) is not 7-(4-hydroxyphenyl)-1-(3-methoxybenzyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one.