HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593119Generated: October 26, 2026
Cesium carbonate → 5-Bromo-1-methyl-3-(5-methyl-1-(oxetan-3-yl)-1H-pyrazol-3-ylamino)pyridin-2(1H)-one
https://huagongshe.com/reaction/593119
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Iodooxetane | HCID 13356686 | — |
| Reactant | 5-Bromo-1-methyl-3-(5-methyl-1H-pyrazol-3-ylamino)pyridin-2(1H)-one | HCID 58044142 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Bromo-1-methyl-3-(5-methyl-1-(oxetan-3-yl)-1H-pyrazol-3-ylamino)pyridin-2(1H)-one | HCID 86684562 | 50% |
Reaction Steps
A mixture of 5-bromo-1-methyl-3-(5-methyl-1H-pyrazol-3-ylamino)pyridin-2(1H)-one 115a (200 mg, 0.71 mmol), 3-iodooxetane (647 mg, 3.53 mmol), Cs2CO3 (1150 mg, 3.53 mmol), and acetonitrile (5 mL) was heated at 80° C. in a sealed tube overnight. The mixture was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 20:1 dichloromethane/methanol to afford the 312a as a yellow solid (120 mg, 50%). MS-ESI: [M+H]+ 339.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238655B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-cc63b70bc9af417ba148f2930258afb2 |
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| Source note | uspto-grants-2016_01 |
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