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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404662Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 86688922, compound

https://huagongshe.com/reaction/404662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Quinuclidinol, (-)-HCID 91404—
ReactantDichloromethane methanol ammonium hydroxideHCID 21896990—
ReactantHCID 86688923HCID 86688923—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86688922HCID 8668892221.5%

Reaction Steps

To a suspension of (R)-2-((R)-2-methylpyrrolidin-1-yl)-2-phenylacetic acid 22c (150 mg, 0.68 mmol) in dry THF (6.8 ml), were added DCC (282 mg, 1.37 mmol), HOBT (185 mg, 1.37 mmol) and (R)-quinuclidin-3-ol (174 mg, 1.37 mmol). The mixture was stirred at room temperature under nitrogen for 24 hours. The pale yellow suspension was filtered washing with THF (5 ml) and the yellow solution was evaporated. The crude was purified by flash chromatography (DCM/MeOH=95/5 to 9/1 and then with DCM/MeOH/NH4OH=95/5/0.2) to collect the title compound (48 mg, 21.4% yield) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-afdf287c8d7840b498608cd83c8fbccc
Source noteuspto-grants-2014_06