Hydrochloric Acid → HCID 59607747, compound

Participants

Reaction Steps

To a solution of (R)-ethyl 4-(3′-chlorobiphenyl-4-yl)-3-(2-methoxythiazole-5-carboxamido)butanoate, intermediate 13, (170 mg, 0.37 mmol) in dioxane (5 mL) is added a solution of 4 M HCl in dioxane (0.5 mL, 2.00 mmol). The crude is stirred at room temperature for 3 hrs. The crude is concentrated. Part of the crude is purified via RP-HPLC (SunFire C18, H2O (0.1% TFA)/CH3CN) to give (95 mg) of (R)-ethyl 4-(3′-chlorobiphenyl-4-yl)-3-(2-oxo-2,3-dihydrothiazole-5-carboxamido)butanoate as a white solid. HPLC retention time=1.82 minutes (condition D); MS (m+1)=445.2. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.29 (t, J=7.1 Hz, 3H) 2.46-2.70 (m, 2H) 2.78-2.97 (m, 1H) 3.07 (dd, J=13.0, 6.2 Hz, 1H) 4.11-4.28 (m, 2H) 4.51-4.69 (m, 1H) 6.64 (d, J=8.1 Hz, 1H), 7.19-7.42 (m, 5H) 7.44 (d, J=6.1 Hz, 1H) 7.48-7.62 (m, 3H), 9.54 (br. s., 1H).

Provenance & Evidence