HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57894Generated: October 29, 2026
Water → tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamate
https://huagongshe.com/reaction/57894
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | tert-butyl N-[(3S)-piperidin-3-yl]carbamate | HCID 1514171 | — |
| Reactant | 6-Bromo-2-fluoro-3-methoxypyridine | HCID 46863893 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamate | HCID 86707086 | 95% |
Reaction Steps
A mixture of 6-bromo-2-fluoro-3-methoxy-pyridine (2.030 mmol; 418.1 mg), tert-butyl N-[(3S)-3-piperidyl]carbamate (3.044 mmol; 609.7 mg), and N-Methylmorpholine (6.089 mmol; 622 mg; 0.676 mL) in 1-methyl-2-pyrrolidinone (5 mL) in a sealed pressure vial was heated at 120° C. overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was concentrated. The residue was purified on silica eluted with 0 to 40% EtOAc in Heptane to afford tert-butyl N-[(3S)-1-(6-bromo-3-methoxy-2-pyridyl)-3-piperidyl]carbamate (743.5 mg, 95%).
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-d1ce84a720d24d5584e33093d411c5ae |
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| Source note | uspto-grants-2016_09 |
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