HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564228Generated: October 31, 2026
Sodium Carbonate → tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)-1H-pyrrole-1-carboxylate
https://huagongshe.com/reaction/564228
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 5-bromothiophene-2-carboxylate | HCID 605713 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid | HCID 2734321 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)-1H-pyrrole-1-carboxylate | HCID 66760515 | — |
Reaction Steps
A mixture of methyl 5-bromothiophene-2-carboxylate (4 g), 1-(tert-butoxycarbonyl)pyrrole-2-boronic acid (3.8 g), dichlorobis (triphenylphosphine)palladium(II) (1.2 g) and 2M sodium carbonate solution (18 mL) in DME/water/ethanol (7/3/2, 200 mL) was heated at 60° C. for 4 hours, cooled and partitioned between ethyl acetate and brine. The extract was washed with water and concentrated, and the concentrate was flash chromatographed on silica gel with 5-40% ethyl acetate in hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067613B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-a0ce82abe2764de2a3116fb6d3d7ecdd |
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| Source note | uspto-grants-2011_11 |
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