HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668003Generated: October 26, 2026
Dimethylformamide → N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamide
https://huagongshe.com/reaction/1668003
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Aminophenol | HCID 11568 | — |
| Reactant | 2-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide | HCID 57441030 | — |
| Solvent | Tetrahydrofuran ethyl acetate | HCID 21939870 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamide | HCID 57505552 | 33% |
Reaction Steps
A mixture of 2-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide (501 mg, 1.46 mmol), 3-aminophenol (479 mg, 4.39 mmol), potassium carbonate (807 mg, 5.84 mmol) and N,N-dimethylformamide (5 mL) was stirred at 120° C. for 12 hr. Tetrahydrofuran/ethyl acetate and saturated brine were added to the reaction mixture, and insoluble material was filtered off. The filtrate was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/80→0/100) to give the title compound (156 mg, 33%) as a pale-yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044049B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-fe4427b3a5944b83992b9ebf12de339e |
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| Source note | uspto-grants-2011_10 |
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