Sodium Iodide → HCID 10074641, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(3-{[(1R)-3-chloro-1-phenylpropyl]oxy}phenyl)ethanone (58.5 mg, 0.200 mmol), 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide (56.8 mg, 0.200 mmol), NaI (34.0 mg, 0.200 mmol) and K2CO3 (55.5 mg, 0.400 mmol)in DMF (1 mL) was stirred at 100° C. for 3 h. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica using 5% of NH3 (2.0 M in methanol) in CH2Cl2 to give the desired product (98 mg, 98%). 1H NMR (400 MHz, CDCl3) δ 8.01 (s, 1H), 7.49–7.21 (m, 11H), 7.09–7.03 (m, 1H), 6.96 (d, 1H, J=7.9 Hz), 5.32 (dd, 1H, J=5.0, 7.9 Hz), 3.08–2.98 (m, 2H), 2.57–2.43 (m, 6H), 2.11–1.72 (m, 9H), 1.25 (d, 6H, J=6.8 Hz); ESMS m/e: 499.4 (M+H)+.

Provenance & Evidence