HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658400Generated: October 31, 2026
Potassium Carbonate → HCID 59026768, compound
https://huagongshe.com/reaction/658400
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 59026790 | HCID 59026790 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 59026768 | HCID 59026768 | 52% |
Reaction Steps
3-Bromo-5-(2-fluoro-phenylamino)-isonicotinic acid methyl ester (1.25 g, 3.84 mmol), 2-fluorophenylboronic acid (0.81 g, 5.77 mmol), Pd(OAc)2 (30 mg, 0.12 mmol), S-Phos (90 mg, 0.24 mmol), and K2CO3 (1.6 g, 11.5 mmol) were suspended in dioxane/H2O (9 mL, 9/1, v/v) and stirred overnight at 100° C. The reaction solution was diluted with EtOAc, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was purified via Biotage eluting with a gradient of 0 to 50% EtOAc in hexanes to afford the desired product (680 mg, 52%) as a yellow solid. LC-MS (M+H=341, obsd.=341).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076486B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-5c43a465a56a4233acf17d96a244f14d |
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| Source note | uspto-grants-2011_12 |
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