Potassium Carbonate → HCID 54575576, compound

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Reaction Steps

A solution of 2-{[4-(bromomethyl)-2-(4-fluorophenyl)-1,3-oxazol-5-yl]sulfanyl}-5-chloropyridine (intermediate B3.1, 0.03 g, 0.075 mmol), methyl 4-methylaminobenzoate (0.013 g, 0.08 mmol) and K2CO3 (0.03 g, 0.225 mmol) in DMF was heated at 65° C. for 2 hr, filtered and purified by reverse phase HPLC to give methyl 4-[({5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}methyl)(methyl)amino]benzoate. 1H NMR (400 MHz, CDCl3) δ 8.31 (d, J=2.5 Hz, 1H), 8.03 (m, 2H), 7.72 (d, J=9.2 Hz, 2H), 7.34 (dd, J=8.4, 2.5 Hz, 1H), 7.13 (m, 2H), 6.70 (m, 3H), 4.62 (s, 2H), 3.84 (s, 3H), 3.17 (s, 3H); HRMS exact mass calc for C24H19ClFN3O3S [M+H]+: 484.0892; observed: 484.0890.

Provenance & Evidence