Hydrochloric Acid → HCID 178501940, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, triethylamine (135 μl, 0.968 mmol) and methyl chloroformate (37 μl, 0.484 mmol) were added at 0° C. to a solution of monohydrochloride (100 mg, 0.323 mmol) of the trans-N,N-dimethyl-N-{4-[(4-methyl-1H-indazol-5-yl)oxy]cyclohexyl}amine obtained in Example 412 in acetone (2 ml). After 15 minutes, the mixture thus obtained was warmed up to room temperature. After 1 hour, triethylamine (0.646 mmol) and methyl chloroformate (0.484 mmol) were further added thereto. After 1 hour, chloroform (2 ml) was added thereto. After another 3 hours, the reaction solution was poured into a saturated aqueous sodium chloride solution and extracted with chloroform, and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol) to obtain methyl trans-5-{[4-(dimethylamino)cyclohexyl]oxy}-4-methyl-1H-indazole-1-carboxylate (38.7 mg, 36%).

Provenance & Evidence