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Synthesis of the SK&F 91486 analogues 141–145. Reagents and conditions: (a) 5 (1 equiv), 28 or 138 (1 equiv), DCM, overnight, 0 °C→rt; (b) K2CO3 (2.1 equiv), MeOH/H2O (7/3, v/v), 3–5 h, rt; (c) 20 % TFA, DCM, overnight, reflux; (d) i) 66 % HI, EtOH, rt; ii) CH3I (1.1 equiv), MeOH 1 h, reflux; (e) NaOH (1 M solution), 1 h, reflux.
