HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497400Generated: October 30, 2026
Water → 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]methoxy}pyridin-2(1H)-one
https://huagongshe.com/reaction/1497400
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | (4-(Trifluoromethyl)-1,3-thiazol-2-yl)methanol | HCID 23560688 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one | HCID 117798748 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(2-ethyl-3-methyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]methoxy}pyridin-2(1H)-one | HCID 117798624 | 16.4% |
Reaction Steps
To a solution of 4-bromo-1-(2-ethyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one (350 mg) and [4-(trifluoromethyl)-1,3-thiazol-2-yl]methanol (289 mg) in toluene (5 ml) was added potassium tert-butoxide (355 mg) at room temperature, and the mixture was stirred at 100° C. for 2 hr. The reaction mixture was cooled to room temperature, water 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 purified by silica gel column chromatography (NH, hexane/ethyl acetate) and recrystallized from ethanol-water to give the title compound (75 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-f27d285c2ba840889d1719219c3bfce4 |
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| Source note | uspto-grants-2015_12 |
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