Diisopropylethylamine → HCID 11328076, compound

Participants

Reaction Steps

To a solution of 2-((1S,2S,5R)-2-amino-5-(isopropyl(methyl)amino)cyclohexyl)acetonitrile (100 mg, 0.27 mmoles) in 2 ml of anhydrous acetonitrile were added diisopropylethylamine (0.24 ml, 1.35 mmoles), 2-(3-(trifluoromethyl)benzamido)acetic acid (66.6 mg, 0.27 mmoles) and 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (95.2 mg, 0.3 mmoles, Bachem), and the mixture was stirred for 18 hours at room temperature. Then several drops of methanol was added, and it was stirred for additional two hours. The solvent was evaporated off and the residue was purified by chromatography (silica gel, 0.7:6.3:93 cNH4H-MeOH—CH2Cl2) to give N-(2-((1S,2S,4R)-2-(cyanomethyl)-4-(isopropyl(methyl)amino)cyclohexylamino)-2-oxoethyl)-3-(trifluoromethyl)benzamide. MS found: (M+H)+=439.3.

Provenance & Evidence