1-Hydroxybenzotriazole → HCID 178523477, compound

Participants

Reaction Steps

DIPEA (150 mg, 3.5 mmol) was added to a stirred solution [(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetic acid (150 mg, 0.53 mmol) in DMF (4 mL) followed by HOBt (82 mg, 0.61 mmol) and EDCI.HCl (270 mg, 1.4 mmol). After 2 minutes of stirring, adamantan-2-yl-piperidin-4-yl-amine dihydrochloride (150 mg, 0.59 mmol) was added and stirring was continued at ambient temperature overnight. The reaction mixture was diluted with water and the precipitate was filtered to afford 200 mg (81.63% Yield) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-[4-(adamantan-2-ylamino)-piperidin-1-yl]-2-oxo-ethyl}-amide. LC/MS [M+H]+: 462.28, 91.77%. 1H NMR (300 MHz, DMSO-d6): δ8.2-8.0 (bs, 1H), 7.82-7.76 (d, 2H), 7.5-7.42 (t, 2H), 7.4-7.34 (t, 1H), 7.2-7.1 (bs, 1H), 4.3-4.1 (m, 3H), 3.8 (d, 1H), 3.1 (t, 1H), 2.9-2.7 (m, 3H), 2.1 (d, 2H), 1.9-1.6 (m, 1H), 1.4-1.3 (d, 3H), 1.2-1.1 (m, 2H).

Provenance & Evidence