HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56461Generated: October 31, 2026
Cesium carbonate → 2-Chloro-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidine
https://huagongshe.com/reaction/56461
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3,5-Dimethoxyphenyl)boronic acid | HCID 4374257 | — |
| Reactant | HCID 72207341 | HCID 72207341 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chloro-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidine | HCID 118036743 | 47% |
Reaction Steps
A mixture of 6-bromo-2-chloropyrido[2,3-d]pyrimidine (800 mg, 3.3 mmol), 3,5-dimethoxyphenylboronic acid (655 mg, 3.6 mmol), bis(tri-tert-butylphosphine)palladium (83 mg, 0.16 mmol) and cesium carbonate (1.06 g, 3.3 mmol) in THF (30 mL) and water (6 mL) was degassed with nitrogen for three times and then heated at 85° C. for 0.5 hour. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane/ethyl acetate=3/1) to get the title product as a yellow solid (460 mg, 47%) as a yellow solid. MS (ES+) C15H12ClN3O2 requires: 301, 302, found: 302, 304 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434700B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-26556fabedf14c2b877808595e39c8bb |
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| Source note | uspto-grants-2016_09 |
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