Ethanolamine → HCID 18432983, compound

Participants

Reaction Conditions

Reaction Steps

4-Chloro-2-(3,4-dihydro-1H-isoquinolin-2-yl)-quinoline (0.5 g, 1.7 mmol) and ethanolamine (0.61 ml, 10.2 mmol) were mixed and heated at 150-160° C. for 16 hours. The reaction mixture was cooled to room temperature and water (20 ml) was added. After decantation of water, the gummy residue was dissolved in ethyl acetate, dried over Na2SO4 and the solvent was evaporated. The residue was chromatographed over silica gel (CH2Cl2—MeOH, 9:1 then 4:1) to provide a white foam which was dissolved in MeOH (5 ml). HCl-Et2O was added to provide 2-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-quinolin-4-ylamino]-ethanol hydrochloride (0.16 g, 27%) as a white solid, m.p. 130-140° C. and MS: m/e=320.3 (M+H+).

Provenance & Evidence