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Synthetic route to compounds 27 and 32. Optimisation of R3. The NOESY interaction between the ortho proton of the phenyl ring and the N1-CH2 group in 32 is indicated. Reagents and conditions: a) NH2OMe, tBuOK, CuCl, DMF, 1 h RT, 20 % (as in References 19, 20); b) EtOH, Sn(II)Cl2, 140 °C, MW, 10 min, >97 %; c) BrCN in MeCN, EtOH 70 °C, 1.5 h, 63 %; d) 3,4-dichlorobenzylbromide, EtOH, KOH, 20 °C, 18 h.
