HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925626Generated: October 25, 2026
N,N'-Dimethylethylenediamine → HCID 71599013, compound
https://huagongshe.com/reaction/925626
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-methyl-1H-pyrrole-3-carboxylic acid | HCID 10154054 | — |
| Reactant | 1-Cyclobutyl-4-(4-iodophenoxy)piperidine | HCID 67548608 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 71599013 | HCID 71599013 | — |
Reaction Steps
A suspension of 1-cyclobutyl-4-(4-iodophenoxy)piperidine (3 g; can be synthesized in accordance with the method described in WO2008072703), methyl 1H-pyrrole-3-carboxylic acid (1.75 g), N,N′-dimethylethylenediamine (0.592 g), copper iodide (0.32 g) and cesium carbonate (2.32 g) in toluene (8.4 mL) was stirred at 110° C. for 4 hours. The reaction mixture was left to cool to room temperature and, after adding chloroform, filtered through Celite (registered trademark). The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (NH form silica gel; eluent: n-hexane/ethyl acetate=88/12-0/100) to give the titled compound as a colorless solid (1.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284324B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-31d8867a572f49cd99d12ce9673aa2bf |
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| Source note | uspto-grants-2016_03 |
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