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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935006Generated: October 25, 2026

Triethylamine → HCID 22466577, compound

https://huagongshe.com/reaction/1935006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Amino-4-[(3,4-difluorophenyl)amino]-3-quinolinecarbonitrileHCID 22466570—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22466577HCID 2246657728.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dissolved 1.00 g (3.37 mmol) 6-amino-4-[(3,4-difluorophenyl)amino]-3-quinolinecarbonitrile in 2 ml DMF, added 12 ml THF, and chilled to 0° C. under N2. Added 517 μl (3.71 mmol) triethylamine and 310 μl (3.72 mmol) acryloyl chloride. Removed ice bath a 15 minutes. At 3.5 hours stripped solvent and slurried residue with dilute sodium bicarbonate. Collected solids, washed with water, and air dried. Boiled in ethyl acetate, collected solids and dried in vacuo, giving 332 mg of yellow solid: mass spectrum (electrospray m/e): M+H=351.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-03e014cf13c043c4b6ffcebe8421996a
Source noteuspto-grants-2002_05