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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775362Generated: October 31, 2026

Oxalyl chloride → HCID 71765322, compound

https://huagongshe.com/reaction/1775362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant4,4,4-Trifluorocrotonic acidHCID 5709614—
ReactantHCID 20785294HCID 20785294—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71765322HCID 7176532254%

Reaction Steps

(E)-4,4,4-Trifluorobut-2-enoic acid (34 mg, 0.24 mmol) was dissolved in dichloromethane (1 ml), oxalyl chloride (21 μl, 0.24 mmol) and one drop of DMF were added and the resulting solution was stirred at room temperature for 10 minutes. This solution was added to a solution of 1-(2-piperazin-1-yl-4-pyridyl)ethanone (41 mg, 0.2 mmol) and DIPEA (105 μl, 0.6 mmol) in anhydrous DCM (2 ml) and the resulting mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure and the resulting residue was purified by preparative HPLC (Waters XBridge, gradient of water containing 0.1% NH3 and acetonitrile) to yield 37 mg of a solid (0.108 mmol, yield 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260441B2
Source datasetuspto-grants-2016_02
ORD IDord-f9315279fdf04a5d858c14e3c548f3ee
Source noteuspto-grants-2016_02