HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(3-fluoro-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3,5-dimethyl pyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Dimethyl-1,2-dihydropyridin-2-one | HCID 12348538 | — |
| Reactant | 1-(2-Fluoro-4-iodobenzyl)-4-methylpiperazine | HCID 90022493 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-fluoro-4-((4-methylpiperazin-1-yl)methyl)phenyl)-3,5-dimethyl pyridin-2(1H)-one | HCID 90022604 | 37.3% |
Reaction Steps
A mixture of 3,5-dimethylpyridin-2(1H)-one (0.07 g, 0.57 mmol), 1-(2-fluoro-4-iodobenzyl)-4-methylpiperazine (0.19 g, 0.57 mmol), K2CO3 (0.08 g, 0.58 mmol), CuI (0.005 g, 0.026 mmol) and DMF (1 mL) was refluxed under N2. The reaction process was monitored by TLC. After the reaction was completed, the mixture was cooled to rt. To the resulting mixture was added H2O (5 mL) and CH2Cl2 (10 mL×3). The organic phase was separated, dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a pale yellow solid (0.07 g, 37%). The compound was characterized by the following spectroscopic data:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434695B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-3427f3e07fab4469b603e83eefda3faa |
| Source note | uspto-grants-2016_09 |