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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404647Generated: October 29, 2026

Dicyclohexylcarbodiimide → HCID 86688905, compound

https://huagongshe.com/reaction/404647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Quinuclidinol, (-)-HCID 91404—
ReactantHCID 22685869HCID 22685869—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86688905HCID 8668890564.7%

Reaction Steps

2-(4-Acetylpiperazin-1-yl)-2-phenylacetic acid (238 mg, 0.91 mmol) was suspended in dry THF (9 ml) and, with stirring at room temperature under nitrogen atmosphere, DCC (374 mg, 1.81 mmol), HOBT (245 mg, 1.81 mmol) and (R)-quinuclidin-3-ol (231 mg, 1.81 mmol) were sequentially added. The reaction was reacted at the same temperature for three days. The solvent was evaporated and the crude was purified by flash chromatography (DCM/MeOH/NH4OH=97/3/0.3). The product was suspended in THF/Acetonitrile (2/1; 10 ml) and the white solid was filtered off. The colourless solution was evaporated obtaining (R)-quinuclidin-3-yl 2-(4-acetylpiperazin-1-yl)-2-phenylacetate (218 mg, 64.7% yield) as a off-white spongy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-45f5d0ec8b3e4a58bca71ec1d1df6bc8
Source noteuspto-grants-2014_06