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Reagents and conditions: (a) dimethyl (1-diazo-2-oxopropyl)phosphonate, K2CO3, MeOH, RT; (b) (i) 5-fluoro-4-iodopyridin-3-amine, 7% (PPh3)2PdCl2, 10% CuI, Et3N, CH3CN, 70 °C; (ii) 50% PtO2, 50 psi H2, CF3CF2OH, RT; (c) (i) Cbz-Cl, pyridine, 0 °C; (ii) TBAF, THF, RT; (d) (i) 2,2,2-trifluoroethylamine, CDI, pyridine, 60 °C; (ii) Pd/C, 1 atm H2, EtOH, RT.
