Sodium Iodide → 2-[2-(4-Cyclobutyl-piperazin-1-yl)-2-oxo-ethyl]-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid ethyl ester hydrochloride (530 mg, 2.20 mmol) in acetonitrile (20.0 ml) are added 2-chloro-(4-cyclobutyl-piperazine)-acetamide (474 mg, 2.20 mmol, 1.0 eq.), K2CO3 (608 mg, 4.40 mmol, 2.0 eq.) and NaI (100 mg). The resulting mixture is stirred at 40° C. overnight. Water (10.0 ml) is added to quench the reaction, and the acetonitrile is evaporated. The residue is extracted with DCM (20 ml×3), and the combined organic phase is dried over sodium sulfate and concentrated. The residue is purified by silica gel flash chromatography (EtOAc/4% TEA) to give the title compound. 386.1 (M++1).

Provenance & Evidence