HCID 86662233, compound → HCID 66740366, compound

Participants

Reaction Steps

A pressure bottle was charged with a solution of 2-(4-(3-azidopropoxy)-2-chloro-6-fluorobenzylthio)-5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole (340 mg, 0.56 mmol) in EtOH (10 mL), conc HCl (1 mL) and PtO2 (170 mg). The bottle was purged with hydrogen (3×40 psi), pressurized with hydrogen (45 psi) and then agitated for 5 h. The reaction mixture was filtered through Celite™ and the filtrate was evaporated. The residue was triturated with ether, and the solids collected by filtration and dried to give the title compound (344 mg, 99% yield). 1H NMR (400 MHz, CD3OD) δ 7.21 (s, 1H), 6.87 (dd, J=10.99, 8.49 Hz, 1H), 6.76 (t, J=8.49 Hz, 2H), 6.67 (s, 1H), 6.58 (dd, J=8.15, 2.15 Hz, 1H), 6.52-6.42 (m, 2H), 6.38-6.29 (m, 2H), 4.16 (t, J=4.34 Hz, 2H), 3.98 (t, J=5.89 Hz, 2H), 3.77 (d, J=5.67 Hz, 3H), 3.50 (t, J=6.51 Hz, 2H), 2.65 (s, 2H), 2.17 (s, 1H), 2.43-2.15 (m, 3H), 1.49 (s, 6H).

Provenance & Evidence