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. 2017 Jan 18;8(2):261–265. doi: 10.1021/acsmedchemlett.6b00487

Scheme 4. Synthesis of Compound 23.

Scheme 4

Reagents and conditions: (a) NIS, DCM, RT, 100 °C, 2 h, 80%; (b) trityl chloride, K2CO3, DMF, RT, 18 h, 81%; (c) bis(pinacolato)diboron, PdCl2(dppf).DCM, KOAc, DMF, 95 °C, 1 h, 100%; (d) 14, Pd2(dba)3, X-Phos, K3PO4, 2-methylTHF, H2O, 120 °C, 2 h, 48%; (e) Et3SiH, 30 mol-equiv of TFA, DCM, RT, 30 min, 92%.