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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1932546Generated: November 3, 2026

Triethylamine → HCID 68524472, compound

https://huagongshe.com/reaction/1932546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-BenzylpiperazineHCID 75994—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68527032HCID 68527032—
SolventDimethylformamideHCID 6228—
ProductHCID 68524472HCID 68524472—

Reaction Steps

To a solution of (1-{4-[5-(3,4-dichlorobenzenesulfonylamino)pyridin-2-yloxy]-3-methylphenyl}piperidine-4-yl)acetic acid (1.70 g, 3.1 mmol) and 1-benzylpiperazine (0.71 g, 4.0 mmol) in DMF (40 mL) were added triethylamine (1.08 mL, 7.8 mmol) and diethyl cyanophosphonate (0.76 g, 4.3 mmol) under ice cooling, and the resulting solution was stirred for 1 hour under ice cooling. To this reaction solution was added a saturated sodium bicarbonate solution, and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (dichloromethane:methanol=40:1), after which the resulting product was recrystallized from ethanol, to thereby yield 1.61 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188277B2
Source datasetuspto-grants-2012_05
ORD IDord-718cdd17d448477fbf8fdb3caf1c28ef
Source noteuspto-grants-2012_05