HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Pyrimidinyl)piperazine | HCID 88747 | — |
| Reactant | Benzimidazole, 1-(4-chlorobutyl)- | HCID 583170 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-benzimidazole | HCID 9819148 | 60.4% |
Reaction Steps
1-(4-chlorobutyl)-1H-benzimidazole (7.51 g, 0.036 mol) was dissolved into 100 ml of acetonitrile, 4-(2-pyrimidinyl) piperazine (4.9 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 for 10 min at ambient temperature, and 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, eluted with dichloromethane/methanol mixture to produce 6.1 g compound (I-14) with a yield of 60.1%. ESI-MS [M+H]+: m/z 337.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09415047B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-8566a497b24d47ceb8afa8c42df5029d |
| Source note | uspto-grants-2016_08 |