Dimethylamine → HCID 90060273, compound

Participants

Reaction Steps

(S)-2-tert-Butoxycarbonylamino-3-(4-but-2-ynyloxy-phenyl)-propionic acid (432 mg, 1.29 mmol) was dissolved in DMF (5.0 mL), and a solution of dimethylamine in tetrahydrofuran (2.92 mL, 5.84 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (370 mg, 1.94 mmol), and 1-hydroxybenzotriazole (262 mg, 1.94 mmol) were added. The reaction mixture was stirred at room temperature for 72 hours, and then poured into an aqueous solution of sodium bicarbonate and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (103 mg, 22% yield).

Provenance & Evidence