反应详情

DIPEA (156.8 mg, 1.5 mmol) followed by HOBt (53 mg, 0.29 mmol) and EDCI (75 mg, 0.39 mmol) were added to a stirred solution of [(1-pyridin-3-yl-1H-[1,2,3]triazole-4-carbonyl)-amino]-acetic acid (prepared by the method used for the synthesis of Intermediate 64, starting from 3-aminopyridine, and subsequently, application of Step 3 of the General Scheme) (75 g, 0.3 mmol) in DMF (4 mL). After 2 minutes of stirring, 4-(2-trifluoromethyl-phenoxy)-piperidine trifluoroacetate (85 mg, 0.3 mmol) was added and the resulting mixture was stirred at room temperature overnight. Addition of cold water lead to the formation of a precipitate which was collected and purified by preparative HPLC to afford 24 mg (15.6% Yield) of 1-pyridin-3-yl-1H-[1,2,3]triazole-4-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethyl}-amide. LC/MS [M+H]+: 475, 99.07%. 1H NMR (300 MHz, DMSO-d6): δ 9.45 (s, 1H), 9.2 (d, 1H), 8.75 (m, 1H), 8.5 (t, 1H), 8.4 (m, 1H), 7.7-7.6 (m, 3H), 7.4-7.35 (d, 1H), 7.1 (t, 1H), 5.0 (q, 1H), 4.25 (d, 2H), 3.7-3.5 (m, 4H), 2.0-1.8 (m, 2H), 1.8-1.5 (m, 2H).

1. customprepared by the method
2. stirringthe resulting mixture was stirred at room temperature overnight
3. customwas collected
4. custompurified by preparative HPLC