Triethylamine → N-[1-[(3-Methoxycarbonyl-1-tricyclo[3.3.1.13,7]decyl)methyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide hydrochloride

Participants

Reaction Steps

After dissolving methyl 3-[4-(5-methylpyridin-2-yl)aminopiperidin-1-ylmethyl]tricyclo[3.3.1.13,7]decane-1-carboxylate (0.2248 g, 0.565 mmol) in methylene chloride (5 mL), triethylamine (0.12 g, 1.21 mmol) was added at room temperature. Next, 2-furoyl chloride (0.071 mL, 0.724 mmol) was added dropwise while cooling on ice, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was then subjected to chromatography (100 g Merck Art. 9385, methylene chloride:methanol:ammonia water=98:2:0.1-97:3:0.2) without pretreatment, to obtain the free form of the title compound as a colorless oil (0.2675 g, 0.544 mmol) (96% yield). This was further subjected to hydrochloride salification to obtain the title compound as a white solid (0.2951 g, 0.522 mmol) (96% yield).

Provenance & Evidence