HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533150Generated: October 29, 2026
Cesium carbonate → 6-(4-methoxybenzyl)-2-vinyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one
https://huagongshe.com/reaction/533150
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Reactant | 2-chloro-6-(4-methoxybenzyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 86667502 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-(4-methoxybenzyl)-2-vinyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 68008022 | — |
Reaction Steps
2-chloro-6-(4-methoxybenzyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one, (1.5 g, 4.97 mmol) was dissolved in EtOH with potassium vinyltrifluoroborate (865 mg, 6.46 mmol), Cs2CO3 (2.42 g, 7.46 mmol) and Pd(PPh3)4 (115 mg, 0.01 mmol). The reaction was heated in a microwave synthesizer at 150° C. for 1 h. It was then concentrated and purified over silica gel (EtOAc/hexanes) to give after solvent removal and drying in vacuo the compound as an off-white solid (1.1 g, 76%). LC-MS (M+H)=295.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853237B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-342ee0c5ba904e8880c8d1039abbf66f |
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| Source note | uspto-grants-2014_10 |
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