1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine → Tert-butyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

Participants

Reaction Steps

Example 267 was prepared according to procedures described in Example 173 Step C substituting 4-(5-chloro-4-hydroxy-2-oxopyridin-1(2H)-yl)-2-fluorobenzonitrile (prepared according to the procedure described in Step B of Example 263) for 4-hydroxypyridin-2(1H)-one and substituting tert-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate (prepared according to the procedure described in Step C of Example 1) for 1-(5-propylpyrimidin-2-yl)piperidin-4-yl methanesulfonate except that the crude product was purified by flash chromatography (SiO2, 0 to 100% EtOAc in CH2Cl2). 1H NMR (400 MHz, CDCl3) δ ppm 7.77 (t, J=7.53 Hz, 1 H), 7.37-7.46 (m, 2 H), 7.30-7.36 (m, 1 H), 6.00 (s, 1 H), 4.54-4.68 (m, 1 H), 3.58-3.71 (m, 2 H), 3.40-3.56 (m, 2 H), 1.93-2.07 (m, 2 H), 1.78-1.93 (m, 2 H), 1.49 (s, 9 H). MS (ESI) 392 (M-56+H).

Provenance & Evidence