HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548575Generated: October 30, 2026
Chloroform → N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide
https://huagongshe.com/reaction/548575
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | 6-Amino-3-chloropyridazine | HCID 21643 | — |
| Reactant | Ethyl 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate | HCID 57619577 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide | HCID 57672125 | 66.4% |
Reaction Steps
600 mg of ethyl 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate and 194 mg of 3-amino-6-chloropyridazine were added to 5 ml of bromobenzene, and the mixture was stirred at 160° C. for 4 hours. The reaction mixture was cooled to room temperature, and subjected to silica gel chromatography (chloroform:methanol=20:1). The resulting crude product was washed with a mixture of t-butyl methyl ether and n-hexane, and dried to obtain 311 mg of N-(6-chloro-3-pyridazinyl)-5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 19) represented by the formula:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943614B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-f41b64e9e3134b979aae799e74b15d2e |
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| Source note | uspto-grants-2011_05 |
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