HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712719Generated: October 27, 2026
Triphenylphosphine → HCID 117667237, compound
https://huagongshe.com/reaction/712719
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Bromo-5-hydroxypyridine | HCID 599529 | — |
| Reactant | tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate | HCID 1514399 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117667237 | HCID 117667237 | 66.7% |
Reaction Steps
To a cooled (0° C.) solution of PPh3 (1.2 g, 4.5 mmol) in THF (50 mL) is added DIAD (0.81 mL, 4.1 mmol), dropwise. After stirring at 0° C. for 15 min, 5-bromo-pyridin-3-ol (441 mg, 2.5 mmol) and (S)-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (500 mg, 2.5 mmol) are added and the mixture is warmed and stirred at room temperature for 16 h. The mixture is concentrated and purified by flash column chromatography to give 596 mg of (R)-3-(5-bromo-pyridin-3-yloxy)-piperidine-1-carboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181272B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-ca57909b744d4f82945c95547dc5f47c |
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| Source note | uspto-grants-2015_11 |
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