HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451358Generated: November 2, 2026
Sodium Carbonate → HCID 58488519, compound
https://huagongshe.com/reaction/451358
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluoro-2-(trifluoromethyl)benzeneboronic acid | HCID 12109469 | — |
| Reactant | Methyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylate | HCID 66924763 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Toluene water | HCID 22272177 | — |
| Product | HCID 58488519 | HCID 58488519 | 62% |
Reaction Steps
A mixture of methyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylate (0.27 g, 1.2 mmol), [4-fluoro-2-(trifluoromethyl)phenyl]boronic acid (0.61 g, 2.9 mmol), Na2CO3 (0.6 g, 5.7 mmol) and palladium tetrakis(triphenylphosphine) (96 mg, 0.083 mmol) in toluene/water (10:1, 10 ml) was stirred at 110° C. for 1.5 h under N2. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The mixture was washed with water and brine, then dried over sodium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by silica-gel column chromatography (3:1 to 1:3 hexane:ethyl acetate) to give the title compound (0.23 mg, 62%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08487117B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-680b95cf41e847639bb39e5c7d5d48e0 |
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| Source note | uspto-grants-2013_07 |
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