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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266706Generated: November 2, 2026

Water → HCID 70003939, compound

https://huagongshe.com/reaction/1266706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantButyl iodideHCID 10962—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 18551845HCID 18551845—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 70003939HCID 7000393956.2%

Reaction Steps

The (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid (226 mg) described in example 1.25 was dissolved in DMF (2 ml). Potassium carbonate (167 mg), n-butyl iodide (556 mg) and tetrabutylammonium iodide (22 mg) were added and the mixture was stirred overnight at r.t. Water was added and the mixture was extracted with EtOAc. The org. phase was washed with water, dried, filtered and concentrated. The product was purified by chromatography (SiO2, EtOAc/hexane) to give 146 mg of (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid butyl ester as a colorless solid. MS: 453 ([M+Na]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548694B2
Source datasetuspto-grants-2003_04
ORD IDord-db624014374a4273a7fe84585e3c7f71
Source noteuspto-grants-2003_04