HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → (4-Methylpiperazin-1-yl){4-[(trimethylsilyl)ethynyl]phenyl}methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-[(Trimethylsilyl)ethynyl]benzoic acid | HCID 13628190 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Methylpiperazin-1-yl){4-[(trimethylsilyl)ethynyl]phenyl}methanone | HCID 71239568 | 93.3% |
Reaction Steps
1-Methylpiperazine (0.66 mL, 6.0 mmol), HOBt (0.84 g, 6.2 mmol) and EDCl (1.15 g, 6.0 mmol) were added to a solution of 4-[(trimethylsilyl)ethynyl]benzoic acid (1.0 g, 4.6 mmol) in dry DCM (45 mL). The mixture was stirred at room temperature for 4 h, washed with saturated aqueous sodium bicarbonate (30 mL), brine, dried over sodium sulphate, and evaporated. The crude was purified by flash chromatography on silica gel (DCM/MeOH 96/4) to afford the title compound (1.29 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-dee5acb81e2e4641a78d4ca58c28f42c |
| Source note | uspto-grants-2014_12 |