Acetic Acid → HCID 178437278, compound

Participants

Reaction Steps

Acetic acid (0.14 mL, 2.5 mmol) and an aqueous formaldehyde solution (209.3 mg, 2.5 mmol) were added to a methanolic solution (3 mL) of the trans-4-((4-ethyl-1H-indazol-5-yl)oxy)cyclohexanamine (130 mg, 0.5 mmol) obtained in Example 744, and then sodium cyanoborohydride (157.7 mg, 2.5 mmol) was added thereto and stirred overnight. A 1N-aqueous sodium hydroxide solution was added to the reaction solution, followed by extraction with chloroform (three times), and the extract solution was dried over anhydrous magnesium sulfate. The residue was purified by a silica gel chromatography (methanol:chloroform=0/100 to 10/100) to obtain trans-N-{4-[(4-ethyl-1H-indazol-5-yl)oxy]cyclohexyl}-N,N-dimethylamine (82.3 mg, 57%).

Provenance & Evidence