反应详情

DIPEA (163 mg, 1.26 mmol) was added to a stirred solution of 1-(2-cyano-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid (60 mg, 0.28 mmol) (prepared by the method used for the synthesis of Intermediate 64, starting from 2-aminobenzonitrile) in DMF (5 mL) followed by HOBt (41 mg, 0.3 mmol) and EDCI (134 mg, 0.7 mmol). After 2 minutes of stirring, 2-amino-1-[4-(3-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethanone hydrochloride (prepared according to Step 1 and 5 of the General Scheme) (104 mg, 0.3 mmol) was added and the resulting mixture was stirred at ambient temperature overnight. Cold water was then added and the solid was collected. The solid obtained was purified by column chromatography (using 60-120 silica gel and 30-70% EtOAc in hexane as eluent) to afford 52 mg (37.6% Yield) of 1-(2-cyano-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid {2-oxo-2-[4-(3-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethyl}-amide. LC/MS [M+H]+: 499, 96.38%. 1H NMR (300 MHz, DMSO-d6): δ 9.3 (s, 1H), 8.64 (t, 1H), 8.22 (d, 1H), 8.02 (t, 2H), 7.84 (t, 1H), 7.6 (t, 1H), 7.4 (t, 3H), 4.9 (m, 1H), 4.3 (d, 2H), 4.0 (s, 1H), 3.8 (s, 1H), 3.5 (s, 1H), 2.1 (t, 2H), 1.8 (d, 2H).

1. customprepared by the method
2. additionwas added
3. stirringthe resulting mixture was stirred at ambient temperature overnight
4. customthe solid was collected
5. customThe solid obtained
6. customwas purified by column chromatography (using 60-120 silica gel and 30-70% EtOAc in hexane as eluent)