HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340434Generated: October 31, 2026
Cesium carbonate → HCID 86683845, compound
https://huagongshe.com/reaction/340434
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3,5-Dibromopyridine | HCID 69369 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-2-pyrroleboronic Acid | HCID 2734321 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86683845 | HCID 86683845 | 53.5% |
Reaction Steps
Cesium carbonate (165 mg), 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid (136 mg) and Pd(PPh3)4 (24 mg) were added to a 1,4-dioxane (4 ml) solution containing 3,5-dibromopyridine (100 mg), followed by reflux for 4 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added. The organic layer was collected, washed with saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (silica gel: silica gel 60 (spherical shape) (Kanto Chemical Co., Inc.); hexane:ethyl acetate=4:1), and a white solid of tert-butyl2-(5-bromopyridin-3-yl)-1H-pyrrol-1-carboxylate (73 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895585B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-d4efe2fdfaf7477ab82ba0caa11d08f1 |
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| Source note | uspto-grants-2014_11 |
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