HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507101Generated: October 29, 2026
Cesium carbonate → 1-Methyl-4-(3-nitropyridin-2-yl)piperazine
https://huagongshe.com/reaction/1507101
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Methyl-4-(3-nitropyridin-2-yl)piperazine | HCID 2764523 | 93% |
Reaction Steps
To a microwave vial was added 2-chloro-3-nitropyridine (LXXXI) (1.00 g, 6.31 mmol), 1-methylpiperazine (LXXXII) (0.758 g, 7.57 mmol), cesium carbonate (2.88 g, 8.83 mmol), Pd2(dba)3 (0.173 g, 0.189 mmol), xanthphos (0.109 g, 0.189 mmol), and dioxane (5 mL) The reaction vial was capped and purged with argon. The solution into the reaction vial was heated under microwave irradiation for 2 h at 90° C. The solution was filtered through a pad of Celite and concentrated to a residue under vacuum. The residue was purified by column chromatography (1:99 MeOH:CHCl3→8:92 MeOH:CHCl3) to afford 1-methyl-4-(3-nitro-pyridin-2-yl)-piperazine (LXXXIII) (1.30 g, 5.85 mmol, 93% yield) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221793B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-ad22459f866d41e8967be864a9aa0f47 |
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| Source note | uspto-grants-2015_12 |
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