反应详情

DIPEA (140 mg, 1.1 mmol) was added to a stirred solution of [(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetic acid (87 mg, 0.35 mmol) in DMF (2 mL) followed by HOBt (47 mg, 0.35 mmol) and EDCI.HCl (73 mg, 0.38 mmol). After 2 minutes 3-(piperidin-4-yloxy)-5-trifluoromethyl-pyridine hydrochloride (100 mg, 0.35 mmol) (prepared by method used for the synthesis of Intermediate 15) was added to the reaction mixture and stirring was continued at ambient temperature overnight. The reaction mixture was diluted with cold water, the solid was collected. Purification of the solid by washing with 10% MeOH in CHCl3 afforded 76 mg (47.5% Yield) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(5-trifluoromethyl-pyridin-3-yloxy)-piperidin-1-yl]-ethyl}-amide. LC/MS [M+H]+: 474, 99%. 1H NMR (300 MHz, DMSO-d6): δ 13.8 (m, 1H), 8.68 (m, 1H), 8.58 (s, 1H), 8.1 (m, 1H), 7.9 (m, 1H), 7.8 (m, 2H), 7.4 (m, 4H), 7.1 (m, 1H), 5.0 (m, 1H), 4.2 (m, 2H), 4.0 (m, 1H), 3.8 (m, 1H), 3.4 (m, 1H), 3.3 (m, 1H), 2.0 (m, 2H), 1.7 (m, 2H).

1. additionwas added to the reaction mixture
2. customthe solid was collected
3. customPurification of the solid
4. washby washing with 10% MeOH in CHCl3