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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77050Generated: October 28, 2026

Dicyclohexylcarbodiimide → HCID 59401140, compound

https://huagongshe.com/reaction/77050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-Quinuclidinol, (-)-HCID 91404—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant(2-Fluoro-phenylamino)-phenyl-acetic acid hydrochlorideHCID 67425879—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59401140HCID 5940114016.3%

Reaction Steps

A solution of DCC (534 mg, 0.71 mmol), 1H-benzo[d][1,2,3]triazol-1-ol hydrate (217 mg, 1.42 mmol), (2-fluoro-phenylamino)-phenyl-acetic acid hydrochloride (I247) (200 mg, 0.71 mmol) and (R)-quinuclidin-3-ol (271 mg, 2.13 mmol) in THF (10 mL) is stirred at RT for 2 days. The solvent is evaporated and the residue is taken up with EtOAc, washed with sat NaHCO3, water and brine. The organic layer is collected, dried over Na2SO4, filtered and evaporated to dryness. The residue is purified by preparative HPLC. The organic solvent is evaporated and the acid aqueous phase is basified with Na2CO3 and extracted with EtOAc. The organic layer is dried (Na2SO4), filtered and evaporated to afford the title compound as yellow oil (41 mg, 16% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835682B2
Source datasetuspto-grants-2014_09
ORD IDord-6cbc504d915e4120ada07cb5a4a21d97
Source noteuspto-grants-2014_09