HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56452Generated: October 25, 2026
Cesium carbonate → 2,8-Dichloro-6-(3,5-dimethoxyphenyl)quinazoline
https://huagongshe.com/reaction/56452
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3,5-Dimethoxyphenyl)boronic acid | HCID 4374257 | — |
| Reactant | 6-Bromo-2,8-dichloroquinazoline | HCID 59199294 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,8-Dichloro-6-(3,5-dimethoxyphenyl)quinazoline | HCID 118036174 | 41.2% |
Reaction Steps
A mixture of 6-bromo-2,8-dichloroquinazoline (4.0 g, 14.5 mmol), 3,5-dimethoxyphenylboronic acid (4.23 g, 16.0 mmol), cesium carbonate (9.42 g, 29.0 mmol) and Pd(PPh3)2Cl2 (220 mg, 0.70 mmol) in THF (200 mL) and water (10 mL) was degassed with nitrogen three times, and stirred at 80° C. for 5 hours. The reaction mixture was cooled to room temperature, directly concentrated and purified by silica gel chromatography (petroleum ether: dichloromethane=2:1˜1:1) to get the title compound as a yellow solid (2.0 g, 41%). MS (ES+) C16H12Cl2N2O2 requires: 334, 336, found: 335, 337 [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-b6cf8aadc9494aa89770cc412d30f3d1 |
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| Source note | uspto-grants-2016_09 |
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