Ethyl isocyanate → HCID 89846368, Verbindung

Beteiligte Stoffe

Reaktionsschritte

A cooled (0° C.) solution of (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) (62.3 mg, 250 μmol) in CH2Cl2 (5 mL) was treated with ethyl isocyanate (51.6 μL, 625 μmol) in CH2Cl2 (0.6 mL) and Et3N (69.7 μL, 500 μmol). After ½ h the solution was stirred at room temperature for 1 h and treated with MeOH (0.2 mL). The reaction mixture was poured on aq. 10% KH2PO4 solution followed by extraction with AcOEt (3×). The organic phases were washed once with aq. sat. NaCl solution. The combined organic phases were dried (Na2SO4), filtered and purified by flash chromatography (50 g SiO2, Telos-cartridge, CH2Cl2/MeOH (1 to 3%)). Precipitation from CH2Cl2 with n-pentane gave the title compound (64 mg, 80%) as off-white powder. MS: 321.2 (M+H+).

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