3-Cyclohexene-1-carboxaldehyde → HCID 21098470, compound

Participants

Reaction Steps

4-Piperidone hydrochloride monohydrate (77 mg) and 1,2,3,6-tetrahydrobenzaldehyde (55 mg) were dissolved in methanol (1 ml), and sodium triacetoxyborohydride (106 mg) was added to the solution. The reaction mixture was stirred at room temperature for 18 hr. Further, 5-aminoindazole (54 mg) was added thereto, and the mixture was stirred for 30 min, followed by the addition of a borane-pyridine complex (0.05 ml). The reaction mixture was stirred at room temperature for 18 hr. A saturated aqueous sodium hydrogencarbonate solution (1 ml) was then added thereto, and the mixture was extracted with chloroform-propanol (3/1). The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by HPLC [chloroform/methanol] to give the title compound (6 mg).

Provenance & Evidence