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. 2013 Oct 15;4(12):1213–1217. doi: 10.1021/ml400328a

Scheme 3. Synthesis of 12.

Scheme 3

Reagents and conditions: (a) Pd(OAc)2, PPh3, 2-aminophenylboronic acid hydrochloride, Na2CO3, DME–H2O, 90 °C, 75%; (b) NaOMe, MeOH, reflux, 92%; (c) NH2SO2Cl, DMA, 88%. (d) biotin–NHS, Cs2CO3, DMF, 0 → 25 °C; (e) 50% aqueous TFA, 0 °C, 62% over 2 steps.