Ethanol → HCID 58994654, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the aldehyde from Step 1 (115 mg, 0.39 mmol), benzotriazole (50 mg, 0.41 mmol), and EtOH (0.5 ml) in toluene (8 ml) is heated to reflux for 2 h under a Dean-Stark water trap. The solvents are removed completely by using IR-Dancer and the residue is dissolved in THF (6 ml). After cooling to 0° C., n-PrMgCl (0.3 ml of 2M solution in Et2O, 0.59 mmol) is added slowly and the mixture is stirred for 15 min at ambient temperature. Water is added and the mixture is extracted with EtOAc. The combined extracts are dried over Na2SO4 and concentrated. The residue is chromatographed on silica gel to give 130 mg of benzyl-ethyl-{1-[1-(3-methoxy-2,6-dimethyl-phenyl)-isoquinolin-4-yl]-butyl}-amine as a colorless oil.

Provenance & Evidence