HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928789Generated: November 2, 2026
Sodium Methoxide → 4-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrile
https://huagongshe.com/reaction/928789
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-((6-Bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile | HCID 86715622 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrile | HCID 86715623 | — |
Reaction Steps
A heterogeneous mixture of 4-((6-bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile (650 mg, 1.16 mmol, Intermediate 44: step c) and sodium methoxide (314 mg, 5.81 mmol) in dry toluene (2.2 mL) was heated at 105° C. After 9 hours, the mixture was cooled to ambient temperature and filtered through Celite®, rinsing with DCM. The filtrate was concentrated and the crude was purified by flash column chromatography (silica gel, 0-5% EtOAc-Hexanes) to provide the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290476B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-520b9e0e8b364888a0d1fd7346df13a4 |
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| Source note | uspto-grants-2016_03 |
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