Benzoic Acid → N-Ethyl-N-(3,3,3-trifluoro-2-hydroxy-2-{[(1-phenyl-1H-indazol-4-yl)amino]methyl}propyl)benzamide

Participants

Reaction Steps

To benzoic acid (11 mg, 0.09 mmol) was added a solution of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (34 mg, 0.09 mmol) in DMF (0.2 ml) followed by N,N-diisopropylethylamine (32 μL, 0.182 mmol). The mixture was shaken for 1 minute and then a solution of 3-(ethylamino)-1,1,1-trifluoro-2-{[(1-phenyl-1H-indazol-4-yl)amino]methyl}-2-propanol (26 mg, 0.07 mmol) in DMF (0.2 ml) was added. The mixture was again shaken for 1 minute and then left to stand at room temperature for 18 hours. The crude reaction was diluted with dimethyl sulfoxide (0.1 ml) and purified by mass-directed autopreparation (system A) to give the title compound (20.7 mg).

Provenance & Evidence