Triethylamine → HCID 178500697, compound

Participants

Reaction Steps

To a mixture of 2-fluoro-4-methylbenzoic acid (0.153 g, 0.994 mmol), 1-hydroxybenzotriazole (0.0639 g, 0.473 mmol), and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.181 g, 0.947 mmol) in CH2Cl2 (5 mL) was added triethylamine (0.396 ml, 2.84 mmol) and methyl 2-(trans-4-(cyclopropylamino)cyclohexyl)acetate (0.200 g, 0.947 mmol). The mixture was stirred at room temperature overnight, diluted with CH2Cl2 (50 mL), and then washed with 10% Na2CO3 and brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude product was purified through silica gel chromatography eluting with 18%-25% EtOAc-hexane. The desired amide product was obtained as a colorless oil (0.224 g). MS: 348 (M+1), C20H26FNO3.

Provenance & Evidence