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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887465Generated: October 29, 2026

Potassium Carbonate → 4-(3-(3,6-Dihydro-2H-thiopyran-4-YL)pyrazin-2-yloxy)-N-methoxy-N-methylbenzamide

https://huagongshe.com/reaction/887465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3,6-Dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 46739735—
Reactant4-(3-Chloropyrazin-2-yloxy)-N-methoxy-N-methylbenzamideHCID 59351346—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product4-(3-(3,6-Dihydro-2H-thiopyran-4-YL)pyrazin-2-yloxy)-N-methoxy-N-methylbenzamideHCID 59351373—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-(3-chloropyrazin-2-yloxy)-N-methoxy-N-methylbenzamide (1.4 g, 4.77 mmol), 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.132 g, 5.01 mmol), potassium carbonate (1.976 g, 14.30 mmol), and bis(tri-tert-butylphosphine)palladium(0) (0.244 g, 0.477 mmol) in p-dioxane/H2O (10:1, 11 ml) was heated to 120° C. in 4 h, cooled, taken up in H2O, extracted with EtOAc (3×), dried over MgSO4, concentrated and purified by ISCO (50% EtOAc/hexanes) to give the titled compound. MS [M+1]: 358.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247418B2
Source datasetuspto-grants-2012_08
ORD IDord-77db4f685f354cdca3c86f8727a38f4a
Source noteuspto-grants-2012_08