Trifluoroacetic acid → HCID 136159881, compound

Participants

Reaction Steps

To a stirred solution of (3-bromo-4-chlorophenyl)(3-(3,5-dibromo-4-(4-methoxybenzyloxy)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (F) (51.8 mg, 0.0788 mmol) in anhydrous dichloromethane (5 ml) under nitrogen was added trifluoroacetic acid (0.1 mL) and the solution was stirred at room temperature for 1 h 40 min. The solvent was evaporated and more dichloromethane was added to the residue and evaporated. The residue was then recrystallised from EtOAc-CH2Cl2 and the resulting solid was collected by filtration, washed with 50% EtOAc/pet. ether and dried at 55° C. under vacuum to leave 28.2 mg (67%) of the title compound as a light-brown solid. 1H NMR δ (ppm) (DMSO-d6): 4.13 (2 H, t, J=9.8 Hz), 7.81 (1 H, d, J=8.4 Hz), 7.86 (2 H, s), 7.86-7.93 (1 H, m), 8.24 (1 H, d, J=2.0 Hz), 10.62 (1 H, br s). LCMS (10 cm_apci_formic) Rt 4.29 min; m/z 535/537/539/541/543 [M+H].

Provenance & Evidence