HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100664Generated: October 25, 2026
tert-Butyl piperazine-1-carboxylate → Tert-butyl 4-(6-cyanopyridin-3-yl)piperazine-1-carboxylate
https://huagongshe.com/reaction/2100664
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 5-Bromopyridine-2-carbonitrile | HCID 817154 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Tert-butyl 4-(6-cyanopyridin-3-yl)piperazine-1-carboxylate | HCID 67030211 | — |
Reaction Steps
5-Bromo-pyridine-2-carbonitrile (8 mmol), tert-butyl 1-piperazine-carboxylate (9.6 mmol), Pd(dppf)Cl2 (0.24 mmol), dppf (0.36 mmol) and sodium tert-butoxide (11.9 mmol) are mixed in toluene (12 mL) and purged with N2. The mixture is heated in a microwave reactor at 120° C. for 15 minutes, poured into saturated Na2CO3 solution and extracted with EtOAc. The combined extracts are washed with saturated aqueous NaCl and dried over Na2SO4. After concentration, the residue is purified by silica gel chromatography (2:1 hexanes/EtOAc) to give tert-butyl 4-(6-cyano-pyridin-3-yl)-piperazine-1-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572811B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-ba3598acb7104e6bb407b1de0f1fbc2d |
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| Source note | uspto-grants-2009_08 |
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