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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266717Generated: October 26, 2026

Triethylamine → HCID 178472667, compound

https://huagongshe.com/reaction/1266717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant(RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-3-[(R)-tetrahydro-furan-3-yloxy]-phenyl]-acetic acid ethyl esterHCID 70002924—
SolventEthanolHCID 702—
ProductHCID 178472667HCID 17847266780.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 8.85 g (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-3-[(R)-tetrahydro-furan-3-yloxy]-phenyl]-acetic acid ethyl ester described in example 3.6 in 515 ml EtOH were added 20.21 g hydroxylamine hydrochloride and 81.1 ml triethylamine. The solution was stirred over night at 50° C., then evaporated. The crude product was isolated by extraction with EtOAc, then purified by chromatography on silica gel (CH2Cl2/MeOH) to yield 7.64 g (RS)-[5-ethoxy-2-fluoro-3-[(R)-tetrahydro-furan-3-yloxy]-phenyl]-[4-(N-hydroxycarbamimidoyl)-phenylamino]-acetic acid ethyl ester as a light brown amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548694B2
Source datasetuspto-grants-2003_04
ORD IDord-3b7b268995064b8a9f0becefb20742a7
Source noteuspto-grants-2003_04