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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927228Generated: November 1, 2026

Water → HCID 90310865, compound

https://huagongshe.com/reaction/927228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 90311016HCID 90311016—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 90310865HCID 90310865—

Reaction Steps

Triethylamine (0.38 mL, 2.70 mmol) is added to a mixture of 4-(amino(5-oxo-2-(3-(tri-fluoromethyl)phenylamino)cyclopent-1-enyl)methyl)-3-chlorobenzonitrile hydrochloride (intermediate 20.1, 660 mg, 1.34 mmol based on 90% purity) and 1,1′-carbonyldiimidazole (270 mg, 1.68 mmol) in acetonitrile (5 mL), and the mixture is stirred at room temperature over night. Water and dichloromethane are added, and the phases are separated. The organic layer is concentrated under reduced pressure and purified by reversed phase HPLC (Waters Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA). Yield: 290 mg. ESI mass spectrum: [M+H]+=432; Retention time HPLC: 0.61 min (X012_S01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290459B1
Source datasetuspto-grants-2016_03
ORD IDord-9391b355aeb649b0915e11d9dfd1e05e
Source noteuspto-grants-2016_03