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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474687Generated: October 30, 2026

Tetrahydrofuran → 2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate

https://huagongshe.com/reaction/474687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(3-Fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenyl)ethanolHCID 67774294—
Product2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamateHCID 6777589824.95%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-(3-fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenyl)ethanol (756 mg, 1.251 mmol) and cyanamide (105 mg, 2.501 mmol) in dry THF (6 mL) under nitrogen was added triflic acid (0.222 mL, 2.501 mmol). The mixture was heated at 55° C. for 3 h. Purification via reverse phase flash chromatography afforded the title compound (1 g, 2.104 mmol, 24.95% yield). LCMS: rt=2.41 min, [M+H+]=345

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-b139990d43374fd1a935bb9f2ea38e04
Source noteuspto-grants-2014_01