HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927516Generated: October 31, 2026
Cesium carbonate → HCID 86674762, compound
https://huagongshe.com/reaction/927516
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromopyridine-2-carboxylic acid | HCID 608544 | — |
| Reactant | 2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 15486611 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86674762 | HCID 86674762 | 40.7% |
Reaction Steps
5-Bromo-pyridine-2-carboxylic acid (CAN 30766-11-1, 3.4 g, 17 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride methylene chloride complex (CAN 95464-05-4, 530 mg, 0.65 mmol) and Cs2CO3 (6.3 g, 19 mmol) were added to a solution of 2-cyclopentenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAN 287944-10-9, 2.5 g, 13 mmol) in DMF (50 mL) and water (10 mL). The mixture was stirred at 150° C. overnight and concentrated in vacuo. Water (50 mL) was added and the mixture was extracted with ethyl acetate (3×40 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated to give the title compound (1.0 g, 31%); MS (EI): m/e=190.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290451B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-fbfcdf11744b40558905b888978638d4 |
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| Source note | uspto-grants-2016_03 |
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