HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528094Generated: October 30, 2026
Sodium Carbonate → 1-(6-(3,6-Dihydro-2H-pyran-4-yl)pyridin-2-yl)-3-(8-fluoroquinolin-4-yl)urea
https://huagongshe.com/reaction/1528094
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| Reactant | 1-(8-Fluoroquinolin-4-yl)-3-(6-iodopyridin-2-yl)urea | HCID 86667493 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(6-(3,6-Dihydro-2H-pyran-4-yl)pyridin-2-yl)-3-(8-fluoroquinolin-4-yl)urea | HCID 57521263 | 23.6% |
Reaction Steps
1-(8-Fluoroquinolin-4-yl)-3-(6-iodopyridin-2-yl)urea (250 mg, 0.582 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (187 mg, 0.873 mmol), sodium carbonate solution (2M, 1.31 mL, 2.62 mmol) and tetrakis(triphenylphosphine)-palladium(0) (68 mg, 0.058 mmol) were dissolved in 5 ml of DMF under an argon atmosphere and the mixture was stirred at 80° C., in a microwave oven, for one hour. After the solvent had been evaporated down to dryness, the resulting residue was treated with water and the mixture was then extracted with ethyl acetate. After the combined organic phases had been dried over sodium sulfate and the solvent had been filtered and evaporated down to dryness, the resulting residue was purified by column chromatography to give the title product (50 mg, 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090592B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-54f77c36cfe74601865aace10a9570f1 |
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| Source note | uspto-grants-2015_07 |
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