HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63653Generated: October 25, 2026
Cesium carbonate → 2-Chloro-5-cyclopropylpyridine
https://huagongshe.com/reaction/63653
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-2-chloropyridine | HCID 2734414 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Chloro-5-cyclopropylpyridine | HCID 50988858 | 57.1% |
Reaction Steps
To a suspension of 5-bromo-2-chloropyridine (990 mg, 5.15 mmol), cyclopropylboronic acid (893 mg, 10.39 mmol) and Cs2CO3 (5.082 g, 15.45 mmol) in 1,4-dioxane (25 mL) was added Pd(PPh3)4 (601 mg, 0.52 mmol) at r.t. under N2. The reaction was stirred at 100° C. for 1 h. After filtration, the solvent was removed in vacuo, and the residue was purified by silica gel chromatography (PE:EtOAc=50:1) to give 452 mg (57%) of the title compound as a colorless oil. [M+H] Calc'd for C8H8NCl, 154. Found, 154.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09447046B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-52ed6b39f3aa48a795435627d53ab571 |
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| Source note | uspto-grants-2016_09 |
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