HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56458Generated: October 25, 2026
Cesium carbonate → 2,7-Dichloro-6-(3,5-dimethoxyphenyl)quinazoline
https://huagongshe.com/reaction/56458
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3,5-Dimethoxyphenyl)boronic acid | HCID 4374257 | — |
| Reactant | 6-Bromo-2,7-dichloroquinazoline | HCID 59325263 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,7-Dichloro-6-(3,5-dimethoxyphenyl)quinazoline | HCID 118036166 | 55.2% |
Reaction Steps
A mixture of 6-bromo-2,7-dichloroquinazoline (3 g, 10.8 mmol), 3,5-dimethoxyphenylboronic acid (2.2 g, 11.9 mmol), cesium carbonate (1.06 g, 32.4 mmol) and Pd(PPh3)2Cl2 (702 mg, 1.08 mmol) in THF (50 mL) and water (10 mL) was degassed with nitrogen three times, and the reaction mixture was stirred at 85° C. for 3 hours. The reaction mixture was cooled to room temperature and directly concentrated. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=10:1˜4:1) to give the title compound (2.0 g, yield: 55%) as a yellowish solid. MS (ES+) requires: 334, 336, C16H12Cl2N2O2, 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-b33af2bbe03b45bfb3e6fc220985eba3 |
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| Source note | uspto-grants-2016_09 |
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