2-(2-(1-Methyl-1H-imidazol-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)-3-phenylpropanenitrile → 2-(2-(1-Methyl-1H-imidazol-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)-3-phenylpropan-1-amine

Participants

Reaction Steps

The synthesis was performed starting from 0.123 mmol of 2-(2-(1-methyl-1H-imidazol-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)-3-phenylpropanenitrile, which was dissolved in THF (1 ml), after which 0.37 mmol of BH3 THF complex (1 M in THF) was added at 0° C. The mixture was warmed to room temperature and stirred for 2 h. The mixture was diluted with CH2Cl2 and washed with 1 N HCl, saturated NaHCO3 and H2O. The aqueous phase was extracted with CH2Cl2. Combined organic phase was dried over MgSO4 and filtered. Evaporation of the solvent gave 50 mg of the crude material. The material was purified by flash chromatography to yield 11 mg of a white solid (22%).

Provenance & Evidence