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HRID 524095Erstellt: 26. Oktober 2026

Carbamate → 1-(3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)urea

https://huagongshe.com/reaction/524095

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbamateHCID 276—
EduktEthanamine, 2,2,2-trifluoro-HCID 9773—
EduktDiisopropylethylamineHCID 81531—
Edukt4-Nitrophenyl chloroformateHCID 82129—
Edukt3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)anilineHCID 59277785—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(3-(7-Chloroimidazo[1,2-a]pyridin-3-yl)phenyl)-3-(2,2,2-trifluoroethyl)ureaHCID 5749769869%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 3-(7-chloroimidazo[1,2-a]pyridin-3-yl)aniline (0.15 mmol) in THF (1.5 mL) was added 4-nitrophenyl carbonochloridate (30 mg, 0.15 mmol) and DIEA (0.036 mL, 0.225 mmol). The mixture was heated at 60° C. for 6 h. To the crude carbamate was added DIEA (0.036 mL, 0.225 mmol) and 2,2,2-trifluoroethan-1-amine (0.014 mL, 0.18 mmol) and the solution was heated at 60° C. overnight. The reaction mixture was diluted with EtOAc and water. The separated organic layer was dried with sodium sulfate, filtered and concentrated. The crude mixture was purified by flash chromatography (0-6% MeOH/DCM) to give the title compound (38 mg, 69% yield). MS (ES+) C16H12ClF3N4O requires: 368. found: 369 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340514B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-27287e9cc4534961905fc6ec96ac5578
Quellennotizuspto-grants-2016_05