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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | ethyl 6-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 1448019 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Ethyl 6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 90254528 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115144B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-3181c9b3dfac403cb4bed4ff4c0ec3d1 |
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| Source note | uspto-grants-2015_08 |
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