Dimethylformamide → HCID 178444543, compound

Participants

Reaction Steps

Trans-4-pentylcyclohexane carboxylic acid (0.4 mmol) and 1-(4-cyanobenzyl)-5-(1H-piperazin-4-yl)methylimidazole prepared as described in Example 2, step 2 (0.36 mmol) were dissolved in DMF (1 mL) and then 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.44 mmol), 1-Hydroxybenzotriazole hydrate (0.44 mmol) and triethylamine (1.44 mmol) were added. The reaction stirred overnight at room temperature, was run through a glass syringe filter and purified by preparative HPLC. The product was converted to the Bis-hydrochloride salt by exposure of a dichloromethane solution of the product to excess ethereal HCl. Concentration in vacuo provided the title compound as a white powder (68 mg).1H-NMR (CD3OD): 9.06 (s, 1H); 7.89 (s, 1H); 7.83 (d, 2H); 7.51 (d, 2H); 5.76 (s, 2H); 4.1 (m, 2H); 3.7 (m, 4H); 2.93 (m, 4H); 2.59 (t, 1H); 1.81 (d, 2H); 1.73 (d, 2H); 1.41 (q, 2H); 1.2-1.4 (m, 9H); 1.05 (q, 2H); 0.88 (t, 3H). MS: found 462.4 (M+H).

Provenance & Evidence