Hydrochloric Acid → HCID 57441097, compound

Participants

Reaction Steps

N-{2-tert-Butyl-1-[(4-fluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}acetamide (190 mg, 0.550 mmol) was heated in 5 mL of 1:1/2M HCl:EtOH at 120° C. for 1 h using a Personal Chemistry microwaves apparatus. The solvent was evaporated. The residue was basified with 2M NaOH and extracted (3×) with EtOAc. The organic phase was washed with saturated aqueous NaCl solution and dried over anhydrous Na2SO4. The solvent was evaporated. Yield: 154 mg (92%). 1H NMR (400 MHz, METHANOL-D4) δ 1.28-1.39 (m, 2 H), 1.41-1.50 (m, 1 H), 1.53-1.59 (m, 1 H), 1.61-1.64 (m, 9 H), 1.69 (d, J=7.81 Hz, 2 H), 1.95-2.03 (m, 0.7 H), 2.05-2.11 (m, 2 H), 2.13-2.22 (m, 0.3 H), 4.37-4.44 (m, 2.7 H), 4.47-4.56 (m, 0.3 H), 7.11 (t, J=2.05 Hz, 0.5 H) 7.13 (t, J=2.05 Hz, 0.5 H), 7.15-7.18 (m, 1 H), 7.67-7.73 (m, 1 H).

Provenance & Evidence