Hydrochloric Acid → HCID 46941105, compound

Participants

Reaction Conditions

Reaction Steps

To tert-butyl 2-((2-chloro-4-(5-(2-(methoxymethyl)-2′-methylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl)benzyl)(methyl)amino)acetate (0.192 g, 0.35 mmol) was added a 4N solution of HCl in dioxane (2 mL) and the reaction mixture stirred at 80° C. for 2 hours. The reaction mixture was concentrated in vacuo. The residue was purified by SCX-2 chromatography eluting with methanol followed by DCM and ammoniacal MeOH (7M) to afford the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) δ 8.32 (1H, d, J=1.8 Hz), 8.17 (1H, dd, J=7.9, 1.9 Hz), 8.08-8.01 (2H, m), 7.84 (1H, d, J=7.9 Hz), 7.42 (1H, d, J=7.9 Hz), 7.38-7.33 (2H, m), 7.33-7.26 (1H, m), 7.15 (1H, d, J=7.4 Hz), 4.26-4.13 (2H, m), 3.84 (2H, s), 3.25 (3H, s), 2.94 (2H, s), 2.30 (3H, s), 2.04 (3H, s). LC/MS (Method A): 492 (M+H)+. HPLC (Method F) Rt 3.29 min (Purity: 98.0%).

Provenance & Evidence