Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Imidazo(1,2-b)pyridazine, 6-chloro- | HCID 138828 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 57441062 | HCID 57441062 | 14% |
Reaction Steps
A mixture of 6-chloroimidazo[1,2-b]pyridazine (1536 mg, 10.0 mmol), 2-aminophenol (1419 mg, 13.0 mmol), potassium carbonate (4146 mg, 30.0 mmol) and N-methylpyrrolidone (10 mL) was stirred at 120° C. for 3 days. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by NH silica gel column chromatography (hexane/ethyl acetate=70/30→0/100). The objective fraction was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol=100/0→75/25), and precipitated from diisopropyl ether to give the title compound (307 mg, 1.4 mmol, yield 14%) as a pale-brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08034812B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-85c520af36df46f1adc6c51985b45e21 |
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| Source note | uspto-grants-2011_10 |
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