HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → N-(4-(1H-benzotriazole-1-yl)butyl)-4-(1-naphthyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-chlorobutyl)-1H-benzotriazole | HCID 3425107 | — |
| Reactant | 4-(Naphthalen-1-YL)piperidine | HCID 14819316 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(4-(1H-benzotriazole-1-yl)butyl)-4-(1-naphthyl)piperidine | HCID 76281932 | 60.1% |
Reaction Steps
1-(4-chlorobutyl)-1H-benzotriazole (7.55 g, 0.036 mol) was dissolved into 100 ml of acetonitrile, 4-(1-naphthyl)piperidine (6.4 g, 0.03 mol), diisopropylethylamine (15.5 g, 0.12 mol) and potassium iodide (5.0 g, 0.03 mol) were respectively added. The mixture was stirred and mixed, then heated and refluxed to react for 20 hours. The mixture was cooled down to ambient temperature and filtered. The filtrate was concentrated to produce oily products, and treated by chromatography with neutral Al2O3 and purified, eluted with dichloromethane to produce 6.9 g compound (I-156) with a yield of 60.1%. ESI-MS [M+H]+: m/z 385.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09415047B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b5bc827d38254d37bf40d236176254ec |
| Source note | uspto-grants-2016_08 |