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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384092Generated: October 27, 2026

Ethyl Acetate → HCID 178428363, compound

https://huagongshe.com/reaction/384092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2,2,2-Trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanoneHCID 57969563—
ReactantSodium hydrogencarbonate brineHCID 129703874—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178428363HCID 17842836373%

Reaction Conditions

Temperature90 °C

Reaction Steps

2,2,2-trifluoro-1-(2-fluoro-4-iodo-3-pyridyl)ethanone (40 g, 125.4 mmol) was dissolved in 1,4-dioxane (300 mL). Hydrazine monohydrate (18.83 g, 18.30 mL, 376.2 mmol) was added dropwise and the mixture heated to 90° C. for 90 minutes. The mixture was cooled and poured into EtOAc (800 ml) and 3:1 sat NaHCO3/brine (500 ml). The organic layer was separated and the aqueous extracted with EtOAc (3×50 ml). The combined organics were washed with brine (100 ml), dried (MgSO4), filtered and concentrated. The residue was slurried in DCM (50 ml) and the resultant white solid was isolated by filtration, washed with DCM and dried (28.7 g, 73% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367697B2
Source datasetuspto-grants-2013_02
ORD IDord-4901dfd1a75b45fcb8ecd6b25d0228f7
Source noteuspto-grants-2013_02