Ammonium Chloride → HCID 178489996, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenoxy)acetonitrile (129 mg, 0.23 mmol), NH4Cl (124 mg, 2.3 mmol) and NaN3 (16.60 mg, 0.25 mmol) in DMF (1.5 mL) was heated 17 h at 90° C. The reaction mixture was partitioned in EtOAc and H2O. The organic layer was washed with H2O and brine, dried over Na2SO4 and purified by flash chromatography (20% MeOH/DCM) to give the title compound (93 mg, 67%). 1HNMR (400 MHz, DMSO-d6) δ7.23 (d, J=8.3 Hz, 1H), 7.18 (s, 1H), 6.96 (m, 2H), 6.82 (m, 2H), 6.57-6.45 (m, 4H), 5.30 (s, 2H), 3.95 (s, 2H), 3.68 (s, 3H), 1.46 (s, 6H); MS (EI) m/z 601.3 (MH+).

Provenance & Evidence