HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095934Generated: October 31, 2026
Diisopropylethylamine → HCID 58158554, compound
https://huagongshe.com/reaction/2095934
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| 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 | HCID 58158515 | HCID 58158515 | — |
| Reactant | N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 58158605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58158554 | HCID 58158554 | 82.4% |
Reaction Steps
To a solution of N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (100 mg, 0.306 mmol) and 1-(4-fluoro-2-methylphenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (98 mg, 0.398 mmol) in N,N-dimethylformamide (2 mL) were added N,N-diisopropylethylamine (105 μL, 0.612 mmol) and HATU (151 mg, 0.398 mmol), and the mixture was stirred at room temperature for 4 hr. Ethyl acetate, tetrahydrofuran 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 washed with ethyl acetate and collected by filtration to give the title compound (140 mg, 82%) as a slightly yellow 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-5141408223c44e3d8c801530a0976102 |
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| Source note | uspto-grants-2013_05 |
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