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Reagents and conditions: (a) (1) ClCO2Et, Et3N, THF, −25 °C; (2) aq. NH3, THF, −25 °C, 87%; (b) H2, Pd–C, MeOH, quant; (c) morpholine, HOBt, Et3N, DCC, DMF, 0 °C to rt, 70%; (d) H2, Pd–C, p-TsOH·H2O, MeOH, rt, quant; and (e) SOCl2, MeOH, rt, 99%; (f) liq. NH3, rt, 78%.
