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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023465Generated: November 2, 2026

Water → HCID 86673615, compound

https://huagongshe.com/reaction/1023465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-2-chloropyridineHCID 3847770—
Reactant2-(4-Fluorophenyl)pyrrolidineHCID 3865560—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86673615HCID 8667361557.8%

Reaction Conditions

Temperature200 °C

Reaction Steps

4-Bromo-2-chloro-pyridine (0.17 mL, 1.5 mmol), 2-(4-fluoro-phenyl)-pyrrolidine (250 mg, 1.5 mmol) and triethylamine (0.22 mL, 1.6 mmol) are mixed in DMSO (5.0 mL). The reaction mixture is heated at 120° C. for 30 min and 200° C. for 40 min in a microwave reactor. Then water (35 mL) is added and the mixture is extracted with EtOAc (3×30 mL). The organic layers are combined, washed with water (3×20 mL) and concentrated to give the crude product. Purification by silica flash column chromatography using EtOAc in heptane (gradient from 10% to 90%) followed by Gilson preparative HPLC affords 240 mg of desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722709B2
Source datasetuspto-grants-2014_05
ORD IDord-40fd944b24854e6b922bd3f7a25ae573
Source noteuspto-grants-2014_05