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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919039Generated: October 29, 2026

Phosgene → HCID 67957737, compound

https://huagongshe.com/reaction/919039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant1-(2-Chlorophenyl)ethanolHCID 26082—
Reactant4-Amino-3-bromopyridineHCID 26095—
ReactantDiisopropylethylamineHCID 81531—
SolventTolueneHCID 1140—
SolventWater ethylacetateHCID 22728543—
ProductHCID 67957737HCID 67957737—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Bromo-pyridin-4-ylamine (0.55 g, 3.2 mmol) was dissolved in toluene (2 mL) then Hünig's base (1.1 mL, 6.4 mmol) and phosgene (1.9M in toluene, 1.8 mL, 3.5 mmol) were added. 1-(2-Chloro-phenyl)-ethanol (0.5 g, 3.2 mmol) in toluene (3 mL) was added and the reaction was heated to 100° C. for 2.5 hours, when no starting material remained by analytical LCMS. The reaction was submitted to EtOAc/H2O workup then purified via silica gel chromatography to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09272990B2
Source datasetuspto-grants-2016_03
ORD IDord-8741caa618b94d8997598365c1fdfd3d
Source noteuspto-grants-2016_03