2-Phenylpropanal → HCID 21098508, compound

Participants

Reaction Steps

4-Piperidone hydrochloride monohydrate (77 mg) and 2-phenylpropionaldehyde (68 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. 5-Aminoindazole (54 mg) was further added thereto, and the mixture was stirred for 30 min, followed by the addition of 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, 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 (21 mg).

Provenance & Evidence