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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042126Generated: November 3, 2026

Hexane → 5-{[6-(Methylsulfonyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamide

https://huagongshe.com/reaction/1042126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
ReactantLawesson's reagentHCID 87949—
Reactant5-{[6-(Methylsulfonyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carboxamideHCID 66726084—
SolventTetrahydrofuranHCID 8028—
Product5-{[6-(Methylsulfonyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamideHCID 86661832100%

Reaction Steps

To a solution of 5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carboxamide (1.35 g) in tetrahydrofuran (20 mL) was added a Lawesson's reagent (1.4 g), and the mixture was stirred with heating under reflux for 1 hr. The reaction mixture was cooled, and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (ethyl acetate:hexane=0:100 to 100:0, volume ratio) to give the title compound (1.4 g, yield 100%) as a yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-ccf3e2fab4a042bd83170c16fd9f332b
Source noteuspto-grants-2013_10