HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919307Generated: October 31, 2026
Methyl iodide → 5-Bromo-6-methoxy-2-methyl-3(2H)-pyridazinone
https://huagongshe.com/reaction/919307
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-1,2-dihydro-1-methyl-3,6-pyridazinedione | HCID 90177042 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-6-methoxy-2-methyl-3(2H)-pyridazinone | HCID 84075934 | 52.2% |
Reaction Steps
To a solution 4-bromo-1-methyl-1,2-dihydropyridazine-3,6-dione (216 mg, 1.05 mmol) in DMF (3.0 mL) was added K2CO3 (437 mg, 3.16 mmol), CH3I (299 mg, 2.11 mmol), the reaction mixture was stirred at 50° C. for 30 minutes. The mixture was cooled to ambient temperature, diluted with EtOAc (20 mL), washed with sodium bicarbonate (10 mL) and brine (10 mL), dried over MgSO4, filtered and concentrated. The residue was purified with silica gel column (Petroleum ether:ethyl acetate=4:1) to obtain product (120 mg, yield: 52.2%): LC/MS m/z=219.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09273033B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-f5b12e1a39904faf9f0ec21ac6243eae |
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| Source note | uspto-grants-2016_03 |
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