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. 2020 Feb 28;11(4):439–444. doi: 10.1021/acsmedchemlett.9b00513

Scheme 2. Chemical Synthesis of Compounds 710.

Scheme 2

Reagents and conditions: (a) (1) DMAP, (Boc)2O, THF, 2 h; (2) K2CO3, MeOH, 4 h; (3) AcOH, 1 h, yield 62–65%; (b) NaH, 4-bromomethylphenylboronic acid, DMF, 0 °C, 8 h, 1 N HCl, pH = 2, yield 80–83%; (c) NaH, 4-bromomethylphenylboronic acid pinacol ester, DMF, 0 °C, 8 h, yield 82–83%; (d) TFA, DCM, rt, 2 h, yield 63–66%; (e) TFA, DCM, rt, 2 h, yield 45–48%.