Triethylamine → HCID 178425185, compound

Participants

Reaction Steps

The 4-(2-hydroxy-1-phenoxyethyl)benzoic acid (100 mg, 0.3870 mmol), was dissolved into dichloromethane (20 mL), and then N-hydroxybenzotriazole (0.5814 mmol, 80 mg), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.5814 mmol, 112 mg), triethylamine (1.69 mmol, 2 mL) was added to the mixture. After the mixture was stirred at room temperature for 10 minutes, 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (0.387 mol, 58 mg) was added. The mixture was stirred at room temperature for 18 hours. Then washed with water (20 mL), extracted with dichloromethane (20 mL). The organic layer were concentrated and subjected to column chromatography (silica gel, dichloromethane/menthol=15:1) to give 4-(2-hydroxy-1-phenoxyethyl)-N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)benzamide (30 mg, 15%).

Provenance & Evidence