反应详情

DIPEA (168 mg, 1.3 mmol) was added to a stirred solution of 1-(3-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid (prepared by the method used for the synthesis of Intermediate 64, starting from 3-fluoroaniline) (60 mg, 0.29 mmol) in DMF (5 mL) followed by, HOBt (43 mg, 0.32 mmol) and EDCI (139 mg, 0.72 mmol). After 2 minutes of stirring, 2-amino-1-[4-(3-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethanone hydrochloride salt (prepared according to Step 1 and 5 of the General Scheme) (108 mg, 0.32 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and the precipitate formed was collected to afford 110 mg (77.46% Yield) of 1-(3-fluoro-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]+: 492.16, 90.71%. 1H NMR (300 MHz, DMSO-d6): δ 9.4 (s, 1H), 8.56 (t, 1H), 8.0 (q, 2H), 7.74 (q, 1H), 7.58 (t, 1H), 7.46-7.24 (m, 4H), 4.9 (m, 1H), 4.3 (d, 2H), 4.0 (bs, 1H), 3.8 (bs, 1H), 3.5 (bs, 2H), 2.1 (d, 2H), 1.8 (d, 2H).

1. customprepared by the method
2. additionwas added
3. stirringthe resulting mixture was stirred at room temperature overnight
4. customthe precipitate formed
5. customwas collected