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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518128Generated: November 1, 2026

Potassium Phosphate, Tribasic → Ethyl 6-cyano-2,3-dimethyl-4H-thieno[3,2-b]pyrrole-5-carboxylate

https://huagongshe.com/reaction/518128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTrimethylboroxineHCID 574072—
ReactantEthyl 3-bromo-6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylateHCID 90254475—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 6-cyano-2,3-dimethyl-4H-thieno[3,2-b]pyrrole-5-carboxylateHCID 9025453482%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of ethyl 3-bromo-6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate (0.2 g) in 1,4-dioxane (4.0 mL) were added 2,4,6-trimethylboroxine (0.64 g), copper(I) iodide (50 mg), tripotassium phosphate (0.27 g) and tetrakis(triphenylphosphine)palladium (0.22 g), and the mixture was stirred at 150° C. for 150 minutes using microwave reactor. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=76/24−55/45) to give the title compound (0.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115144B2
Source datasetuspto-grants-2015_08
ORD IDord-7594dd0c2c0a4376bc44e972dbd7e33b
Source noteuspto-grants-2015_08