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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192029Generated: November 2, 2026

Ethanol → Ethyl 3-[4-(1H-benzimidazol-2-ylcarbonyl)phenoxy]-2-pyrazinecarboxylate

https://huagongshe.com/reaction/2192029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium AcetateHCID 517045—
Reactant(4-(3-chloropyrazin-2-yloxy)phenyl)(1H-benzo[d]imidazol-2-yl)methanoneHCID 46207940—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductEthyl 3-[4-(1H-benzimidazol-2-ylcarbonyl)phenoxy]-2-pyrazinecarboxylateHCID 59351164—

Reaction Conditions

Temperature135 °C

Reaction Steps

In a 2 L autoclave was added a solution (1H-benzo[d]imidazol-2-yl)(4-(3-chloropyrazin-2-yloxy)phenyl)methanone (5.0 g, 14.2 mmol) in ethanol (150 mL), followed by dppf (0.273 g, 0.42 mmol), palladium acetate (25 mg, 0.11 mmol) and sodium acetate (4.65 g, 56.8 mmol). The autoclave was applied CO(g) 15 kg/cm2 pressure. Then the reaction mixture was heated to 135° C. and maintained at that temperature for 1 h. After cooling to RT, the reaction mixture was concentrated and diluted with water, then extracted by ethyl acetate (3×200 mL). The combined organic extracts were dried over sodium sulfate and concentrate under vacuum to give a dark brown solid which was used directly in the following step. MS [M+H]=389.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329700B2
Source datasetuspto-grants-2012_12
ORD IDord-9e174ae61c8d406b821a8ee5be456ec9
Source noteuspto-grants-2012_12