HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708937Generated: October 30, 2026
Sodium Carbonate → HCID 57824523, compound
https://huagongshe.com/reaction/708937
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | HCID 66956509 | HCID 66956509 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57824523 | HCID 57824523 | 21% |
Reaction Steps
A suspension of crude 3-bromo-1-(4-trifluoromethoxyphenyl)-1H-pyrrole (356 mg, 1.26 mmol, 1.00 eq), 4-formylphenylboronic acid (283 mg, 1.89 mmol, 1.50 eq), bis(triphenylphosphine)palladium(II) dichloride (27 mg, 0.04 mmol, 0.03 eq), 2M Na2CO3 (aq) (1.26 mL, 2.52 mmol, 2.0 eq), and 1,4-dioxane (5 mL) were heated at 150° C. in a microwave reaction vessel for 45 min. The cooled solution was then diluted with EtOAc (20 mL), filtered over Celite®, concentrated to dryness, and purified via chromatography (2:2:1, hexane:EtOAc:acetone) to afford the desired intermediate (79 mg, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09179681B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-330e7972b87b4d8c887cad14fd6c6f19 |
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| Source note | uspto-grants-2015_11 |
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