HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | N-((1-Benzylpiperidin-4-yl)methyl)ethanamine | HCID 54124174 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Benzyl-4-[N-ethyl-N-(3-nitro-2-pyridinyl)amino]methylpiperidine | HCID 57307687 | — |
Reaction Steps
1-Benzyl-4-[(N-ethylamino)methyl]piperidine (EXAMPLE 261, 5.68 g) and 2-chloro-3-nitropyridine (3.87 g) are dissolved in 96 ml of acetonitrile and 4.05 g of solid potassium bicarbonate is added. The reaction is refluxed for 20 hr, cooled to 20°-25°, poured into water and extracted with ethyl acetate. The organic extracts are dried (sodium sulfate), and concentrated under reduced pressure. Purification by flash column chromatography (15% ethyl acetate/hexane to 80% ethyl acetate/hexane) gives the title compound, HRMS calcd. for C20H26N4O2 =354.2056, found=354.2045.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05866589 |
| Source dataset | uspto-grants-1999_02 |
| ORD ID | ord-f6ac66209dc64b27aa6e39f2ac567577 |
| Source note | uspto-grants-1999_02 |