HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57877Generated: October 25, 2026
2-Bromo-6-fluoropyridine → tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate
https://huagongshe.com/reaction/57877
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-6-fluoropyridine | HCID 639438 | — |
| Reactant | tert-butyl N-(6-methylpiperidin-3-yl)carbamate | HCID 42609251 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate | HCID 86707072 | 39% |
Reaction Steps
A solution containing 2-bromo-6-fluoropyridine (0.95 mL, 6.65 mmol and tert-butyl 6-methylpiperidin-3-ylcarbamate (750 mg, 3.32 mmol) in methyl sulfoxide 5.0 ml was heated 95° C. 18 h. The reaction was quenched with water then extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc) to give tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate (480 mg) in 39% yield. MS (ESI) m/z: 371.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434725B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-3d401b61bbcc445dbb22ecc949716f4e |
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| Source note | uspto-grants-2016_09 |
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