Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887489Generated: October 30, 2026

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

https://huagongshe.com/reaction/887489

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 numberUS08247418B2
Source datasetuspto-grants-2012_08
ORD IDord-8d9bcd0aefa247b0a0b4c5ba3706ab4b
Source noteuspto-grants-2012_08