HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457212Generated: October 30, 2026
p-Bromochlorobenzene → HCID 66758990, compound
https://huagongshe.com/reaction/457212
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Bromochlorobenzene | HCID 7806 | — |
| Reactant | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66758990 | HCID 66758990 | 51% |
Reaction Steps
To a mixture of 4-chlorobromobenzene (1.05 g, 5.5 mmol) and 3-(S)-Methyl-piperazine-1-carboxylic acid tert-butyl ester (1 g, 5 mmol) in toluene (30 mL) was added tris(dibenzylideneacetone)dipalladium(0) (0.057 g, 0.063 mmol), BINAP (0.12 g, 0.19 mmol) and sodium-t-butoxide (2.02 g, 21 mmol). The resulting mixture was heated 110° C. for 20 h. The solvent was evaporated and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine and dried over magnesium sulfate. Column chromatography (10% ethyl acetate/hexane) provided 0.79 g (51%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07186729B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-029851aefc9f43fda8d290154d978249 |
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| Source note | uspto-grants-2007_03 |
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