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Reagents and conditions: (a) diethylsulfate in the case of 4a, or alkyl bromide, K2CO3, 2-butanone, reflux; (b) H2, Pd/C, EtOAc; (c) di-tert-butyl dicarbonate, THF, reflux; (d) 1. −40 to −50 °C, sec-butyllithium, THF; 2. −50 to −10 °C, 7; 3. TFA/DCM (e) 1. POCl3, DMF; 2. 1 N NaOH; (f) 4-acetylpyridine, piperidine, MeOH, reflux.
