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. Author manuscript; available in PMC: 2019 May 15.
Published in final edited form as: Bioorg Med Chem. 2018 Apr 4;26(9):2437–2451. doi: 10.1016/j.bmc.2018.04.010

Scheme 3.

Scheme 3

Synthesis of anilines, derivatives and related intermediates.

Reagents and conditions: (a) HCOOH, Ac2O, DCM, rt, 4–6 h; (b) THF, LiAlH4, 60 °C, 53–72%; (c) CBzCl, ACN, TEA, 0 °C, 90%; (d) NaH, THF, CH3I, 0 °C, 68%; (e) MeOH, Pd/C, H2 (55 psi), 2 h, 92%.