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Reagents and conditions: (i) AcOH, rt, 15 min; (ii) AcOH, EtOH, 80 °C, 1 h; (iii) POCl3, DMF, 90 °C, 2 h; (iv) NaBH4, EtOH, rt, 1 h; (v) SOCl2, toluene, 115 °C, 2 h; (vi) imidazole, K2CO3, CH3CN, 45 °C, 1 h then 70 °C, overnight; (vii) imidazole, K2CO3, CH3CN, 45 °C, 1 h then 70 °C, overnight. [a, R = H; b, R = 4-F; c, R = 4-Cl; d, R = 4-CH3; e, R = 4-OCH3; f, R = 4-Br; g, R = 4-I; h, R = 4-CN].
