HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400052Generated: November 2, 2026
1-Phenylpiperazine → HCID 67515135, compound
https://huagongshe.com/reaction/1400052
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Phenylpiperazine | HCID 7096 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | tert-Butyl 1-(4-bromophenyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate | HCID 53432548 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67515135 | HCID 67515135 | 40.3% |
Reaction Steps
To a solution of 1-(4-bromo-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (2 g, 5.91 mmol) in anhydrous toluene (20 mL) were added Pd2(dba)3 (27 mg, 0.029 mmol), BINAP (36 mg, 0.059 mmol), sodium tert-butoxide (230 mg, 2.4 mmol) and 1-phenyl piperazine (1.05 g, 6.5 mmol) and reaction mixture was refluxed at 120° C. for 2 days. After the completion of reaction as confirmed by the TLC, excess solvent was evaporated under reduced pressure to afford crude compound which was purified by column chromatography (silica gel 0.8:9.2 EtOAc:Pet. ether) to afford pure title compound, (1.0 g, 2.38 mmol, 40%) as a thick gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906913B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-5af8db0f8e6647f1bb04d37fe3c35c20 |
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| Source note | uspto-grants-2014_12 |
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