2-(1,2,3,4-Tetrahydroisoquinolin-2-yl)ethan-1-amine → N-[2-(4-Benzylpiperidin-1-yl)ethyl]-N'-(2-methylquinolin-4-yl)pyrimidine-4,6-diamine

Participants

Reaction Conditions

Reaction Steps

To a solution of diamine 36 (0.05 g, 0.21 mmol) in n-BuOH (2 mL) were sequentially added 108 (0.05 g, 0.18 mmol) and diisopropylethylamine (37 mg, 0.27 mmol). The mixture was heated at 100° C. overnight before the volatiles were removed under reduced pressure. The residue was purified by flash chromatography (SiO2, gradient elution, 3:1 hexanes/ethyl acetate to 7:3 CH2Cl2/MeOH) to yield the desired product (20 mg, 25%) as a yellow oil.

Provenance & Evidence