HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029071Generated: November 2, 2026
Potassium Carbonate → HCID 58168076, compound
https://huagongshe.com/reaction/1029071
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-3-bromopyridine | HCID 817700 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | [5-Chloro-2-(ethoxycarbonyl)phenyl]boronic acid | HCID 44784921 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 58168076 | HCID 58168076 | 25.1% |
Reaction Steps
2-Amino-3-bromopyridine (87 mg, 0.50 mmol), 5-chloro-2-ethoxycarbonylphenylboronic acid (149 mg, 0.65 mmol), palladium(II) acetate (5 mg, 0.02 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (16 mg, 0.04 mmol), and potassium carbonate (207 mg, 1.50 mmol) were dissolved in dioxane/H2O (1.65 mL, 10/1, v/v), and stirred overnight at 100° C. The reaction mixture was concentrated, suspended in EtOAc/H2O, and filtered. The precipitate was washed with EtOAc/H2O, and dried under vacuum to provide 5 (29 mg, 25% yield) as a solid. LC-MS (M+H=231, obsd.=231). 1H NMR (400 MHz, d6-DMSO): δ 12.18 (s, 1H), 8.91 (dd, 1H), 8.68 (d, 1H), 8.54 (dd, 1H), 8.32 (d, 1H), 7.74 (dd, 1H), 7.34 (dd, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735584B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-b8664fd3977849768ee9c8824101fe13 |
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| Source note | uspto-grants-2014_05 |
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