HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095955Generated: November 1, 2026
Diisopropylethylamine → HCID 58158496, compound
https://huagongshe.com/reaction/2095955
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 612407 | HCID 612407 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 58158605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58158496 | HCID 58158496 | 54.1% |
Reaction Steps
To a solution of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (116 mg, 0.357 mmol) and 1-(4-fluorophenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (112 mg, 0.429 mmol) in N,N-dimethylformamide (1 mL) were added N,N-diisopropylethylamine (123 μL, 0.714 mmol) and HATU (163 mg, 0.428 mmol), and the mixture was stirred at room temperature for 4 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate) to give a white solid. The obtained solid was washed with ethyl acetate and collected by filtration to give the title compound (110 mg, 54%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445509B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-d6ad905746df436cace53143826349a7 |
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| Source note | uspto-grants-2013_05 |
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