tert-Butyl isocyanate → N-tert-butyl-5-methoxy-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

Participants

Reaction Steps

To a 50 mL round-bottomed flask was added 5-methoxy-1-(4-(trifluoromethyl)-phenyl)-1,2,3,4-tetrahydroisoquinoline (44 mg, 143 μmol, from step 3), CH2Cl2 (2 mL), t-butylisocyanate (16 μL, 143 μmol, Aldrich). The solution was stirred at RT for 5 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 20% EtOAc/hexanes to give N-tert-butyl-5-methoxy-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide. MS (ESI pos. ion) m/z: 407 (M+1).

Provenance & Evidence