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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820299Generated: October 31, 2026

Triethylamine → N-[1-[2-[1-[2-(Morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide

https://huagongshe.com/reaction/1820299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Furancarbonyl chlorideHCID 68242—
Reactant4-[2-[1-[2-[4-(p-Toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]morpholineHCID 23109909—
SolventDichloromethaneHCID 6344—
ProductN-[1-[2-[1-[2-(Morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamideHCID 1142080372.4%

Reaction Steps

After adding triethylamine (0.21 mL, 1.50 mmol) and 2-furoyl chloride (0.10 mL, 1.00 mmol) in that order to a solution of 4-[2-[1-[2-[4-(p-toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]morpholine (319 mg, 0.77 mmol) in methylene chloride (5 mL) while cooling on ice, the mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (20 g Merck Art 9385, chloroform:methanol=20:1-chloroform:methanol:ammonia water=10:1:0.1) to obtain the title compound as a colorless oil (283 mg) (72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601843B2
Source datasetuspto-grants-2009_10
ORD IDord-830913cb8b7a4252b017b043a42bc5d7
Source noteuspto-grants-2009_10