反应详情

DIPEA (61 mg, 4.7 mmol) was added to a stirred solution of 1-(3-cyano-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid (202 mg, 0.94 mmol) (prepared by the method used for the synthesis of Intermediate 64, starting from 3-aminobenzonitrile) in DMF (5 mL) followed by HOBt (14 mg, 1.03 mmol) and EDCI (452 mg, 2.36 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) (351 mg, 1.03 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 75 mg (16% 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, 99.08%. 1H NMR (300 MHz, DMSO-d6): δ 9.48 (s, 1H), 8.58 (t, 2H), 8.4 (d, 1H), 8.06 (d, 1H), 7.9 (t, 1H), 7.38 (t, 3H), 4.9 (m, 1H), 4.3 (d, 2H), 4.0 (s, 1H), 3.8 (s, 1H), 3.5 (m, 2H), 2.1 (t, 2H), 1.8 (s, 1H), 1.6 (s, 1H).

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)