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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716064Generated: October 30, 2026

Trifluoroacetic acid → 2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]-N-ethyl-prop-2-enamide

https://huagongshe.com/reaction/716064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]-N-ethyl-prop-2-enamideHCID 77981609—
SolventDichloromethaneHCID 6344—
Product2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]-N-ethyl-prop-2-enamideHCID 71014226—

Reaction Steps

To a 20 ml vial 2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5-(2-trimethylsilylethoxy-methyl)-pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]-N-ethyl-prop-2-enamide (37 mg, 0.07 mmol was dissolved in DCM (3 ml) and TFA (2.63 ml, 18.88 mmol) was added. The reaction mixture was stirred at room temperature for 3 hr. The solvent was evaporated, the residue was neutralized with NaHCO3 to pH 7-8 and the aq. layer was extracted with EtOAc. The solvent was evaporated and the residue was dissolved in methanol (5 ml). HCl (4 drops) and water, were added and the reaction mixture was stirred at RT overnight. The reaction was neutralized with NaHCO3 to pH 7-8. The product was precipitated, filtrated and washed by water to yield 20 mg 2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]-N-ethyl-prop-2-enamide as dark red brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187487B2
Source datasetuspto-grants-2015_11
ORD IDord-168f442ba44a4156a20c0442fd930a44
Source noteuspto-grants-2015_11