HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620125Generated: October 26, 2026
Potassium Carbonate → (R)-6-((1-(1,3-dioxoisoindolin-2-yl)propan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile
https://huagongshe.com/reaction/1620125
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (R)-2-(2-aminopropyl)isoindoline-1,3-dione | HCID 28115253 | — |
| Reactant | 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683849 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-6-((1-(1,3-dioxoisoindolin-2-yl)propan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683896 | 73% |
Reaction Steps
Potassium carbonate (115 mg) and 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (50 mg) were added to a tube containing a 1,4-dioxane (2 ml) solution containing (R)-2-(2-aminopropyl)isoindoline-1,3-dione (52 mg) and the tube was sealed, followed by stirring with heating at 140° C. for 13 hours. The reaction solution was adjusted to room temperature, and a saturated aqueous sodium hydrogen carbonate solution was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=3:2), and a yellow solid of (R)-6-((1-(1,3-dioxoisoindolin-2-yl)propan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (57 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772320B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-4cfbe3b91ef040f6a24585a59c988403 |
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| Source note | uspto-grants-2014_07 |
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