HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100661Generated: October 26, 2026
tert-Butyl piperazine-1-carboxylate → 4-[6-(4-Cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/2100661
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 5-Bromo-2-(4-cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridine | HCID 68813696 | — |
| 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 | 4-[6-(4-Cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester | HCID 68812020 | — |
Reaction Steps
5-Bromo-2-(4-cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridine (332 mg, 0.8 mmol), tert-butyl 1-piperazine-carboxylate (178 mg, 0.96 mmol), Pd(dppf)Cl2 (17.5 mg, 0.024 mmol), dppf (20 mg, 0.036 mmol) and sodium tert-butoxide (115 mg, 1.19 mmol) are mixed in toluene (2 mL). The mixture is purged with N2 (g), heated at 80° C. for 14 h, poured into saturated aqueous NaHCO3 and extracted with EtOAc. The combined extracts are washed with brine and dried over Na2SO4. After concentration, the residue is purified by silica gel chromatography (180:25:1 hexanes/EtOAc/Et3N) to give 4-[6-(4-Cyclohexyl-3-trifluoromethyl-benzyloxy)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester.
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-bb25bb0d10bf4987a9cb2b94e14637d5 |
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| Source note | uspto-grants-2009_08 |
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