Hydrochloric Acid → HCID 86724134, compound

Participants

Reaction Steps

A solution of 2 M aqueous hydrogen chloride (1.00 mL, 2.00 mmol) was added in one portion to a solution of tert-butyl (4-(1-(4-bromophenyl)-4-methoxybut-3-en-1-yl)-1-ethyl-3-(pyridin-2-yl)-1H-pyrazol-5-yl)carbamate (0.0708 g, 0.118 mmol) and THF (2.00 mL) under air. After about 45 min, 5 mL saturated aqueous NaHCO3 (5 mL) was added. The mixture was extracted with EtOAc (2×5 mL). The combined organics were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified on silica gel using a gradient of 0-50% EtOAc in heptane. The fractions containing product were combined and concentrated under reduced pressure to afford tert-butyl (4-(1-(4-bromophenyl)-4-oxobutyl)-1-ethyl-3-(pyridin-2-yl)-1H-pyrazol-5-yl)carbamate (0.0450 g, 0.0880 mmol, 74%) as a sticky, pale yellow solid. LC-MS (Table 1, Method g) Rt=2.72 min; m/z 513 and 515 (M+H)+.

Provenance & Evidence