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. Author manuscript; available in PMC: 2019 Mar 22.
Published in final edited form as: J Med Chem. 2018 Mar 9;61(6):2589–2603. doi: 10.1021/acs.jmedchem.8b00136

Scheme 4. Synthesis of Target Compound 18a.

Scheme 4

aReagents and conditions: (a) hydrazine monohydrate, TBTU, TEA, DCM, yield 75%; (b) propionaldehyde, CH3CH2OH, MgSO4, yield 90%; (c) NaBH3CN, CH3OH, concentrated hydrochloric acid.