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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492824Generated: October 31, 2026

Triethylamine → HCID 23153505, compound

https://huagongshe.com/reaction/492824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantN-(4-Fluorophenyl)-N'-[4-(2-aminopyridin-4-yloxy)-3-fluorophenyl]malonamideHCID 23153333—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 23153505HCID 2315350553%

Reaction Steps

N-(4-Fluorophenyl)-N′-[4-(2-aminopyridin-4-yloxy)-3-fluorophenyl]malonamide (34 mg) was dissolved in N,N-dimethylformamide (0.5 ml), and then triethylamine (0.047 ml) and cyclopropanecarbonyl chloride (0.016 ml) were added dropwise thereto under a nitrogen atmosphere at room temperature, followed by stirring for 1 hr. To the reaction mixture were added a 1 N aqueous solution of sodium hydroxide (1.5 ml) and methanol (1.0 ml), followed by stirring and extracting with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of ammonium chloride in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was then purified by silica gel column chromatography (FUJI Silysia NH, eluent; ethyl acetate). Fractions containing the target compound were concentrated to give a residue, which was then dried in vacuum to provide the titled compound (21.1 mg, 53%) as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531532B2
Source datasetuspto-grants-2009_05
ORD IDord-b1550135e24e4429975e07267935a9ac
Source noteuspto-grants-2009_05