HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088720Generated: October 25, 2026
Cycloheptanone → 2-(2-Methylpyridin-4-yl)cycloheptanone
https://huagongshe.com/reaction/2088720
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cycloheptanone | HCID 10400 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-Bromo-2-methylpyridine | HCID 2762835 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-(2-Methylpyridin-4-yl)cycloheptanone | HCID 68923406 | — |
Reaction Steps
A mixture of 4-bromo-2-methylpyridine (300 mg, 1.744 mmol), cycloheptanone (0.206 mL, 1.744 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (121 mg, 0.209 mmol), Pd2(dba)3 (80 mg, 0.087 mmol), and Cs2CO3 (739 mg, 2.267 mmol) in 2-propanol (1.5 mL) and toluene (1.5 mL) was stirred at 85° C. overnight. After this time, the mixture was filtered through diatomaceous earth, then the filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel (7:3 hexane-EtOAc, eluant) to afford the title compound. MS (APCI+) m/z 204 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436005B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-e77422a1696f465a8758f2d81b9e3696 |
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| Source note | uspto-grants-2013_05 |
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