HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533400Generated: October 29, 2026
Sodium Carbonate → HCID 67773073, compound
https://huagongshe.com/reaction/533400
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | HCID 67773046 | HCID 67773046 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67773073 | HCID 67773073 | 74.1% |
Reaction Steps
Under argon gas atmosphere, a mixture of methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (160 mg), trimethylboroxin (117 mg), tetrakis(triphenylphosphine)palladium (23 mg), 2M aqueous sodium carbonate solution (1 mL), and 1,4-dioxane (5 mL) was heated under stirring in an oil bath at 100° C. for 4 hours. The reaction mixture was returned to room temperature and diluted with ethyl acetate, and then the insoluble materials were separated by filtration through Celite. The filtrate was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain 4-methyl-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylic acid (95 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853242B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-3622e2d0f14647e196c48b1bca1df273 |
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| Source note | uspto-grants-2014_10 |
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