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. Author manuscript; available in PMC: 2015 Mar 1.
Published in final edited form as: Bioorg Med Chem. 2014 Jan 24;22(5):1700–1707. doi: 10.1016/j.bmc.2014.01.019

Scheme 2. Synthesis of derivatives of AG014361 (3).

Scheme 2

Reagents and conditions: (a) ROC6H4COCl (R = CH2CH2F for 12a and 12, R = CH2C≡CH for 13a and 13, R = CH2CH2Br for 14a and 14), pyridine, CH2Cl2; (b) CH3SO3H, MeOH; (c) 13, FCH2CH2N3, CuSO4, sodium ascorbate, DMF; (d) 14, AgOMs, acetonitrile.