HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527640Generated: November 3, 2026
1,2-Dimethoxyethane → 4-Chloro-5-ethyl-6-(furan-2-yl)-pyrimidine
https://huagongshe.com/reaction/1527640
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Furan-2-boronic acid | HCID 2734357 | — |
| Reactant | 4,6-Dichloro-5-ethylpyrimidine | HCID 21828432 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Chloro-5-ethyl-6-(furan-2-yl)-pyrimidine | HCID 65645416 | 51.4% |
Reaction Steps
A mixture of 4,6-dichloro-5-ethylpyrimidine (10 g), 2-furylboronic acid (6.33 g) tetrakis(triphenylphosphine)palladium (1.94 g), dimethoxyethane (100 ml), and sodium carbonate solution (2 mol/l) (60 ml) was stirred at 70° C. for 2 hours and at 80° C. for 2 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, water was added, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 6.06 g of 4-chloro-5-ethyl-6-(furan-2-yl)-pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09089136B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-96d52de5ab5e426297f083d43a7a73b9 |
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| Source note | uspto-grants-2015_07 |
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