3,4,5-Trimethoxybenzoic Acid → HCID 68681026, compound

Participants

Reaction Conditions

Reaction Steps

(2-Methyl-3-phenyl-allyl)-(2-piperidin-1-yl-ethyl)-amine, 0.5 g (1.9 mmol), was dissolved in 10 ml of anhydrous methanol under nitrogen. The solution was cooled to 0° C. To this mixture was added 3,4,5-trimethoxybenzoic acid 0.49 g (2.3 mmol), 0.2 ml of triethylamine, and TBTU 1.2 g (3.8 mmol). The reaction was stirred for 18 hours at room temperature. The reaction mixture was then diluted with chloroform, extracted with 2×10 ml of water, 2×10 ml sodium bicarbonate, and washed 2×10 ml of brine. The organic layer was dried over sodium sulfate and was concentrated. The compound was then purified on silica gel using 1.2% methanol in chloroform to give 102 mg of product as an off white HCl salt. Yield: 12%.

Provenance & Evidence