HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512Generated: October 23, 2026
3-Bromopyridine → tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylate
https://huagongshe.com/en/reaction/512
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | (R)-1-Boc-3-methylpiperazine | HCID 2756811 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylate | HCID 89555981 | 0% |
Reaction Steps
TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.145 g, 0.16 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.183 g, 0.32 mmol) were added to a mixture of Sodium tert-butoxide (0.912 g, 9.49 mmol), 3-bromopyridine (0.610 mL, 6.33 mmol),(R)-tert-butyl 3-methylpiperazine-1-carboxylate (1.901 g, 9.49 mmol) and toluene (20 mL) under nitrogen. The mixture was heated at 85 °C for 16 hours before being cooled to RT and filtered through celite. The filtrate was concentrated and the reaction mixture was seperated by flash silica chromatography, elution gradient 20 to 40% EtOAc in heptane. No product was isolated. .
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-d7d7e0dc4c0741f08ecfdb907acad13f |
|---|
| Source note | 750 AstraZeneca ELN dataset |
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