Water → 6-Trifluoromethyl-pyridine-2-carboxylic acid [3-(4-cyclohexylcarbamoyl-piperidin-1-ylmethyl)-phenyl]-amide

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Reaction Steps

A solution of 6-trifluoromethylpyridine-2-carboxylic acid (19.1 mg, 0.1 mmol) in DMF (0.5 mL) is treated successively with a solution of 1-(3-Amino-benzyl)-piperidine-4-carboxylic acid cyclohexylamide BB-1 (36.3 mg, 0.1 mmol) in DMF (0.5 mL) and with POCl3 (0.01 mL, 0.11 mmol) at RT. The resulting solution is stirred at RT for 30 min and heated at 80° C. for 1 h. The reaction mixture is treated with water (0.2 mL) and evaporated under HV. The title compound is obtained by prep. HPLC F as a colorless powder: LC-MS B: tR=1.21 min; [M+H]+=440.1. 1H-NMR (CDCl3): δ 1-1.3 (m, 6H), 1.5-2.1 (m, 12H), 2.3-2.4 (m, 1H), 3.0-3.1 (m, 2H), 3.4-3.5 (m, 1H) 5.4 (s broad, 1H), 7.16 (d, J=7, 1H), 7.37 (t, J=7, 1H), 7.67 (s, 1H), 7.79 (d, J=7.5, 1H), 7.90 (d, J=7.5, 1H), 8.15 (t, J=8, 1H), 8.53 (d, J=8, 1H) 9.81 (s, 1H).

Provenance & Evidence