HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503830Generated: October 31, 2026
Cesium carbonate → tert-Butyl 4-(2-methyl-4-nitrophenyl)piperazine-1-carboxylate
https://huagongshe.com/reaction/1503830
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 1-Bromo-2-methyl-4-nitrobenzene | HCID 251672 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-Butyl 4-(2-methyl-4-nitrophenyl)piperazine-1-carboxylate | HCID 22336105 | — |
Reaction Steps
A mixture of 1-bromo-2-methyl-4-nitrobenzene (5.16 g, 24 mmol), tert-butyl piperazine-1-carboxylate (4.46 g, 24 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (1.15 g, 2.4 mmol), cesium carbonate (15.65 g, 48 mmol) and tris(dibenzylideneacetone)dipalladium (2.21 g, 2.4 mmol) in 1,4-dioxane (120 mL) was heated at 100° C. for 16 hours. The solid was filtered and the filtrate was concentrated to give the crude product which was purified by flash chromatography on silica gel (200-300 mesh) eluting with 20/1 petroleum ether/ethyl acetate to give the title compound. MS: 322 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09212192B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-6d0f4bdc551f464493a90f0dbfa990a3 |
|---|
| Source note | uspto-grants-2015_12 |
|---|