HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533935Generated: October 30, 2026
Cesium carbonate → HCID 178442384, compound
https://huagongshe.com/reaction/533935
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Methyl-1-pentyne | HCID 138948 | — |
| Reactant | 2-Bromo-5-hydroxypyridine | HCID 2762865 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178442384 | HCID 178442384 | — |
Reaction Steps
To a mixture of 6-bromo-pyridin-3-ol (1.0 g), 4-methyl-pent-1-yne (872 μL) and DMF (5 mL) under argon was added cesium carbonate (3.28 g), CuI (137 mg) and Pd(dppf)Cl2. The mixture was heated to 80° C. for 4 hours. After reaching room temperature the mixture was filtered and concentrated. The residue was purified by chromatography (silica gel, EA/heptane 1:1 to EA/heptane/MeOH 9:9:2) to provide the subtitle compound. MS ESI+: m/z=176 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853412B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-16ccbd0306364e6e830a724ed2be66d5 |
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| Source note | uspto-grants-2014_10 |
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