HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272456Generated: November 2, 2026
Potassium Carbonate → HCID 118037923, compound
https://huagongshe.com/reaction/2272456
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-hydroxypyridine | HCID 817115 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine | HCID 15734713 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 118037923 | HCID 118037923 | 71.6% |
Reaction Steps
Potassium tert-butoxide (7.09 g) was added at room temperature to a mixture of 4-bromopyridin-2(1H)-one (10 g) in DME (287 mL). The reaction mixture was stirred at room temperature for 10 minutes. Then, potassium carbonate (15.9 g) and tert-butyl 4-(((4-methylphenyl)sulfonyl)oxy)piperidine-1-carboxylate (37.8 g) were added thereto, and the mixture was stirred at 85 C for 1 day, at 95 C for 1 day, and at 100 C for 1 day in a nitrogen atmosphere. Saturated saline was added to the reaction mixture, followed by extraction with ethyl acetate twice. The obtained organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (14.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120777B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-373c29cd7ec8465ca436e9ecdf35a991 |
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| Source note | uspto-grants-2015_09 |
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