Triethylamine → HCID 86670976, compound

Participants

Reaction Steps

2-(4-((4-(1-(4-Aminophenyl)-1-hydroxyethyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.252 mmol, 120 mg) and 4-nitrophenyl chloroformate (0.252 mmol, 50.8 mg) were combined in tetrahydrofuran (2 mL) and the reaction stirred at room temperature for 1 hour. 1-Amino-2-methylpropan-2-ol (0.252 mmol, 22.45 mg) and triethylamine (0.756 mmol, 76 mg) were added and the mixture stirred at room temperature overnight. The mixture was concentrated under reduced pressure and the resulting residue purified by HPLC then treated with strong cation exchange column chromatography. The resulting product was purified by silica gel column chromatography (eluting with 2% to 15% methanol/dichloromethane) to afford the title compound (40 mg). MS (ESI) m/z 606.2 [M+H]+

Provenance & Evidence