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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | Ethyl 3-bromo-6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 90254475 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 6-cyano-2,3-dimethyl-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 90254534 | 82% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09115144B2 |
|---|
| Source dataset | uspto-grants-2015_08 |
|---|
| ORD ID | ord-7594dd0c2c0a4376bc44e972dbd7e33b |
|---|
| Source note | uspto-grants-2015_08 |
|---|