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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58646Generated: October 29, 2026

Oxalyl chloride → HCID 66832130, compound

https://huagongshe.com/reaction/58646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Fluoro-3-(trifluoromethyl)phenylacetic acidHCID 2737588—
ReactantEthyl 2-amino-2-(hydroxyimino)acetateHCID 6785548—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 66832130HCID 6683213014.1%

Reaction Steps

This compound was prepared according to general method 2 with (step I) 2-(2-fluoro-3-(trifluoromethyl)phenyl)acetic acid (0.420 g; 1.89 mmol) and oxalyl chloride (0.176 mL; 2.08 mmol) in dichloromethane (12 mL) with few drops of DMF and (step II) ethyl 2-amino-2-(hydroxyimino)acetate (0.250 g; 1.89 mmol) and N,N diisopropylethylamine (0.527 mL; 3.03 mmol) in dichloromethane (10 mL) and (step III) pyridine (18 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.085 g (14%) of ethyl 5-(2-fluoro-3-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-3-carboxylate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-736cf613dee843acb0ed37db273f15a4
Source noteuspto-grants-2016_09