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. 2015 Jan 28;10(1):e0113705. doi: 10.1371/journal.pone.0113705

Fig 15. Synthesis of 3-substituted quinolinone 23.

Fig 15

i) Piperidine, EtOH, reflux, 6h, ii) DIBAL-H, Et2O, N2, r.t, iii) Neat SOCl2, reflux, 6h, iv) DEM, NaH, THF, N2, reflux, 2h, v) Conc. HCl, reflux, 16h, vi) 20B, TBTU, DIPEA, DMF, r.t, 16h.