Acetic Acid → HCID 178475035, compound

Participants

Reaction Steps

Acetic acid (0.033 g, 0.58 mmol), triethylamine (0.12 ml, 0.86 mmol), 1-hydroxybenztriazole (0.088 g, 0.65 mmol) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (0.124 g, 0.65 mmol) were added to a solution of the trans-4-(1H-indazol-5-yloxy)cyclohexanamine (0.100 g, 0.44 mmol) obtained in Example 384 in N,N-dimethylformamide (5 ml) and stirred overnight. A 2N-aqueous lithium hydroxide solution (2 ml) was added thereto and stirred for some time, and the resulting mixture was added to water and extracted three times with toluene/ethyl acetate=1/1. The organic layer was washed with water and a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the solid precipitated was suspended in a hexane/ethyl acetate mixed solvent and stirred to be washed. The solid was collected by filtration and dried under reduced pressure to obtain trans-N-[4-(1H-indazol-5-yloxy)cyclohexyl]acetamide (0.097 g, 82%).

Provenance & Evidence