HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666551Generated: November 4, 2026
Dimethylformamide → Tert-butyl 4-(5-bromopyrazin-2-yloxy)piperidine-1-carboxylate
https://huagongshe.com/reaction/1666551
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine | HCID 4184869 | — |
| Reactant | HCID 178516739 | HCID 178516739 | — |
| Solvent | Water | HCID 962 | — |
| Product | Tert-butyl 4-(5-bromopyrazin-2-yloxy)piperidine-1-carboxylate | HCID 58456669 | 96.7% |
Reaction Steps
Cesium carbonate (372 mg) was added to a DMF solution (2 ml) of 2-bromo-5-hydroxypyrazine (100 mg) and 1-t-butoxycarbonyl-4-(methanesulfonyloxy)piperidine (192 mg), and stirred at 90° C. for 14 hours. The reaction mixture was cooled to room temperature, water was added thereto and extracted with ethyl acetate. The organic layer was washed with saturated saline solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, hexane:ethyl acetate=1:11) to obtain the entitled compound (198 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044070B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-33d126b29dd34a709777559deb4793ff |
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| Source note | uspto-grants-2011_10 |
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