1-Hydroxybenzotriazole → HCID 178523490, compound

Participants

Reaction Steps

To a stirred solution of [(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetic acid (0.038 g, 0.000135 mol) in DMF (2 mL) was added DIPEA (0.0872 g, 0.00068 mol), HOBt (0.023 g, 0.00017 mol) and EDCI.HCl (0.0325 g, 0.00017 mol) at ambient temperature. After 2 minutes 4-(2-bromophenoxy)-piperidine trifluoroacetate (0.05 g, 0.0001349 mol) was added and the resulting mixture was stirred overnight. The reaction mixture was then diluted with cold water. The resulting precipitate was isolated by filtration and dried to afford 0.044 g (68%) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-[4-(2-bromo-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide. LCMS: 483.1 (M+1)+, 99.71%, 1H NMR (DMSO-d6): δ 13.7 (s, 1H), 8.02 (s, 1H), 7.79 (d, 1H), 7.6 (m, 1H), 7.42 (m, 2H), 7.3 (m, 2H), 7.26 (d, 1H), 7.0 (s, 1H), 6.9 (t, 1H), 4.8 (m, 1H), 4.2 (d, 2H), 3.4 (m, 4H), 1.7 (m, 2H), 1.6 (m, 2H).

Provenance & Evidence