Skip to main content
. 2016 Mar 22;59(7):3272–3302. doi: 10.1021/acs.jmedchem.6b00007

Scheme 2. Synthesis of Ar2 Analogues Based on the Core Scaffold of (i) Monoaryl Fragment 4 or (ii) Biaryl Fragment 5.

Scheme 2

Reagents and conditions: (a) ethyl formate, NaOEt, EtOH, 0–90 °C, 22 h; (b) AcOH, NH2NH2·xH2O, EtOH, 75 °C, 3 h; (c) aryl-boronic acid, Pd(PPh3)4, Na2CO3, 1,4-dioxane:H2O (1:1 v/v), μw, 180 min; (d) SnCl2·2H2O, EtOH, 75 °C, 15 h; (e) BBr3 (1.0 M in DCM), DCM, 0 °C, 4 h; (g) methyl 4-methoxybenzoate, NaH, THF, 60 °C, 48 h; (h) HCl (37%), NH2NH2·xH2O, EtOH, 90 °C, 16 h.