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. 2016 May 11;21(5):615. doi: 10.3390/molecules21050615

Scheme 17.

Scheme 17

Synthetic scheme for generating PD 404182 (79). Reagents and Conditions: Route A: (i) DMF, NaH, CS2, argon atmosphere, 80 °C, 12 h, 88%; (ii) (1) 0.1 M NaOH, MeOH/H2O (9:1), reflux, 12 h; (2) anhydrous EtOH, BrCN, argon atmosphere, reflux, 2 h, 61% (two steps). Route B: (iii) DMF, NaH, argon atmosphere, 80 °C, 2 h, 62%; (iv) TFA, CHCl3, molecular sieves 4 Å, reflux, 1 h, 85%. Adapted with permission from [172,173]. Copyright 1975, 2010 American Chemical Society.