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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518126Generated: November 2, 2026

Water → Ethyl 6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate

https://huagongshe.com/reaction/518126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactantethyl 6-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylateHCID 1448019—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductEthyl 6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylateHCID 90254528—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of ethyl 6-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate (0.96 g) in N-methylpyrrolidone (10 mL) were added zinc cyanide (1.17 g) and tetrakis(triphenylphosphine)palladium (0.38 g), and the mixture was stirred at 150° C. for 30 minutes using microwave reactor. To the reaction solution was added water and the resulting mixture was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.64 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115144B2
Source datasetuspto-grants-2015_08
ORD IDord-3181c9b3dfac403cb4bed4ff4c0ec3d1
Source noteuspto-grants-2015_08