WO2010024769 New benzofurans suitable as precursors to compounds that are useful for imaging amyloid deposits

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Steps Conditions Reactions
a

BBr3 / DCM

Methoxy deprotection
b NaH / CH3CH2OCH3Cl / DMF Ether synthesis (nucleophilic substitution) 
c n-BuLi / triisopropylborate / THF Boronic acid synthesis                  
Steps Conditions Reactions
a

NBS / ACN

Bromination
b NaHMDS / Boc2O / THF Boc protection
c

NaH / MeI / DMF

N-methylation
d PdCl2(PPh3)2 / Et3N / EtOH Suzuki reaction
Steps Conditions Reactions
a

NaHMDS / Boc2O / THF

Boc protection
b NaH / CH3I / DMF N-methylation
c

PdCl2(PPh3)2 / Et3N / EtOH

Suzuki reaction

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