Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736392Generated: October 26, 2026

Triethylamine → HCID 22170450, compound

https://huagongshe.com/reaction/736392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant4-(3-Chloropyridin-2-yl)benzoic acidHCID 22170454—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 22170450HCID 22170450—

Reaction Conditions

Temperature65 °C

Reaction Steps

The product from Example 24A (104 mg, 0.444 mmol) and triethylamine (0.095 mL, 0.68 mmol) were combined in DMF (3 mL) and treated with diphenylphosphoryl azide (0.14 mL, 0.65 mmol). After stirring for 4 hours, the mixture was treated with water (0.30 mL) and heated at 65° C. for 1 hour. The mixture was allowed to cool to room temperature, diluted with water (7 mL), and extracted with diethyl ether (7 mL). The organic layer was washed with brine (7 mL), dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography (50% ethyl acetate in hexanes) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595332B2
Source datasetuspto-grants-2009_09
ORD IDord-8e502149ac9b4b9e92e196dca4771364
Source noteuspto-grants-2009_09