HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555784Generated: October 31, 2026
2-Bromopyridine → HCID 18374757, compound
https://huagongshe.com/reaction/555784
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Reactant | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18374757 | HCID 18374757 | — |
Reaction Steps
A mixture of 4-Amino-1-Boc-piperidine (2.0 g, 9.7 mmol), 2-Bromo-pyridine (1.93 mL, 19.4 mmol), NaOtBu (2.7 g, 27.1 mmol), 2-Dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (472 mg, 1.16 mmol) and Tris(dibenzylideneacetone)dipalladium Chloroforme Complex (620 mg, 0.58 mmol) in dioxane (10 mL) is heated to 90° C. After completion, the reaction mixture is quenched by H2O, DCM is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords the title compound as a white powder; ES-MS: M+H=278.3: AtRet=4.75.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08053457B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-e615b59e0a454714b5260c81ca5633dc |
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| Source note | uspto-grants-2011_11 |
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