HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497397Generated: October 30, 2026
Phosphorus oxybromide → 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/1497397
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphorus oxybromide | HCID 24613 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one | HCID 117798636 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one | HCID 117798748 | 51.5% |
Reaction Steps
To a solution of 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (1.07 g) in N,N-dimethylformamide (20 ml) was added phosphorus oxybromide (1.37 g) at room temperature, and the mixture was stirred at 50° C. overnight. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was recrystallized from ethanol-hexane to give the title compound (680 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199963B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-ef280576491a457fa7a1eb89ec9bcaa9 |
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| Source note | uspto-grants-2015_12 |
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