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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075658Generated: October 31, 2026

4-(6-Fluoro-pyridin-2-yl)-tetrahydro-pyran-4-carbonitrile → 4-[6-(Imidazo[1,2-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile

https://huagongshe.com/reaction/2075658

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(6-Fluoro-pyridin-2-yl)-tetrahydro-pyran-4-carbonitrileHCID 58257782—
Reactant3-(Imidazo[1,2-a]quinolin-7-ylsulfanyl)-propionic acid 2-ethyl-hexyl esterHCID 67090906—
SolventDimethylformamideHCID 6228—
Product4-[6-(Imidazo[1,2-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrileHCID 67091291—

Reaction Conditions

Temperature90 °C

Reaction Steps

1i (261 mg, 0.6 mmol) and 4-(6-Fluoro-pyridin-2-yl)-tetrahydro-pyran-4-carbonitrile (1j, 123 mg, 0.6 mmol) were dissolved in DMF and degassed with N2 for 10 minutes. Potassium tert-butoxide (81 mg, 0.72 μmmol) was added, and the mixture was degassed with N2 for an additional 10 minutes. The reaction was heated to 90° C. for 24 hours, then cooled to room temperature. The solution was diluted with EtOAc and water, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to obtain the desired product, 1k.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-bc6118eb68ae4517bf0df4a7c3e4deac
Source noteuspto-grants-2011_04