反应详情

DIPEA (135 mg, 1.0 mmol) was added to a stirred solution of [(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetic acid (69 mg, 0.3 mmol) in DMF (2.0 mL) followed by HOBt (61 mg, 0.45 mmol) and EDCI.HCl (85 mg, 0.45 mmol). After 2 minutes of stirring, 4-(3,4,5-trifluoro-phenoxy)-piperidine hydrochloride (75 mg, 0.3 mmol) (prepared according to Step 1 and 5 of the General Scheme) was added and stirring was continued at ambient temperature overnight. The reaction mixture was diluted with water, extracted with ethyl acetate, washed with brine and concentrated The residue was purified by column chromatography (using neutral alumina and 5% MeOH in CHCl3) to afford 26 mg (19% Yield) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(3,4,5-trifluoro-phenoxy)-piperidin-1-yl]-ethyl}-amide. LC/MS [M+H]+: 459.16, 97.98%, 1H NMR (300 MHz, DMSO-d6): δ13.8 (m, 1H), 8.1 (m, 1H), 7.8 (m, 2H), 7.4 (m, 4H), 7.1 (m, 1H), 4.7 (m, 1H), 4.2 (m, 2H), 3.9 (m, 1H), 3.7 (m, 1H), 2.0 (m, 3H), 1.7 (m, 3H).

1. additionwas added
2. stirringstirring
3. waitwas continued at ambient temperature overnight
4. extractionextracted with ethyl acetate
5. washwashed with brine
6. concentrationconcentrated The residue
7. customwas purified by column chromatography (using neutral alumina and 5% MeOH in CHCl3)