HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620108Generated: October 26, 2026
Potassium Carbonate → (R)-6-((1-(1,3-dioxoisoindolin-2-yl)butan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile
https://huagongshe.com/reaction/1620108
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683849 | — |
| Reactant | (R)-2-(2-aminobutyl)isoindoline-1,3-dione | HCID 86683878 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-6-((1-(1,3-dioxoisoindolin-2-yl)butan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile | HCID 86683877 | 19.7% |
Reaction Steps
Potassium carbonate (146 mg) and 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (63 mg) were added to a tube containing a 1,4-dioxane (2 ml) solution containing (R)-2-(2-aminobutyl)isoindoline-1,3-dione (60 mg) and the tube was sealed, followed by stirring with heating at 140° C. for 13 hours. The reaction solution was cooled, 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, the solvent was distilled away under reduced pressure. The 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)butan-2-yl)amino)-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (20 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-008da3ef44c840f391246c8ff5f83c3a |
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| Source note | uspto-grants-2014_07 |
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