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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027706Generated: October 26, 2026

Potassium Carbonate → Ethyl 4-(5-(ethyl(methyl)carbamoyl)pyrazin-2-yloxy)-2-methylbenzofuran-6-carboxylate

https://huagongshe.com/reaction/1027706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-hydroxy-2-methylbenzofuran-6-carboxylateHCID 11514065—
Reactant5-chloro-N-ethyl-N-methylpyrazine-2-carboxamideHCID 59483312—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductEthyl 4-(5-(ethyl(methyl)carbamoyl)pyrazin-2-yloxy)-2-methylbenzofuran-6-carboxylateHCID 59483314—

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 4-hydroxy-2-methylbenzofuran-6-carboxylate (I-1c: 2.25 g, 10.22 mmol), potassium carbonate (2.1 g, 15.3 mmol), 5-chloro-N-ethyl-N-methylpyrazine-2-carboxamide (SM-4: 2.04 g, 10.2 mmol) were mixed in acetonitrile (30 ml). The mixture was heated at 100° C. over night, after which time, the reaction mixture was diluted with ethylacetate (50 ml) and filtered. The organic layer was concentrated and purified by column chromatography on silica gel eluting with ethylacetate in heptanes 20-100% to afford ethyl 4-(5-(ethyl(methyl)carbamoyl)pyrazin-2-yloxy)-2-methylbenzofuran-6-carboxylate (I-7a: (3.9 g, 99.5%) as a gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735396B2
Source datasetuspto-grants-2014_05
ORD IDord-b3c8bf4d4eb741b1bab83accf998583a
Source noteuspto-grants-2014_05