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Reagents and conditions: (i) Et3N, butyl vinyl ether, Pd(OAc)2, PEG-200, 80 °C, 1 h; (ii) 1-aminopyridinium iodide, K2CO3, N,N-dimethylacetamide (DMA), 110 °C, 18 h; (iii) 2-methoxy-5-nitroaniline, p-TSA, 2-pentanol, 48 h, 110 °C, (iv) Zn, NH4Cl, MeOH/H2O (9:1, v/v), 70 °C, 4 h; (v) propiolic acid, HATU, N,N-diisopropylethylamine (DIPEA), DMF, rt, 4 h; and (vi) 5FU, DABCO, DMF, 1 h, 40 °C.
