HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenethylpiperazine → (1h-Indol-4-yl)-(4-phenethylpiperazin-1-yl)methanone, hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenethylpiperazine | HCID 79214 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | Indole-4-carboxylic acid | HCID 595229 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (1h-Indol-4-yl)-(4-phenethylpiperazin-1-yl)methanone, hydrochloride | HCID 131725875 | 100.1% |
Reaction Steps
A solution of 2.0 g of 4-carboxyindole and 8.1 g of 2-chloro-1-methylpyridinium iodide in 60 ml of N-methylpyrrolidone (NMP) is treated with a solution of 2.36 g of 4-phenethylpiperazine and 8.2 g of ethyldi-isopropylamine (EDIPA) in 20 ml of NMP and subsequently stirred at room temperature for 3 hours. The mixture is worked up in the customary manner and the crude product is obtained. This is dissolved in acetone and the hydrochloride is precipitated using aqueous hydrochloric acid. After drying, 4.59 g of (1H-indol-4-yl)-(4-phenethylpiperazin-1-yl)methanone, hydrochloride, m.p. 289.3°, is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07084143B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-d902f388819647f19c93534fd4a3ba09 |
| Source note | uspto-grants-2006_08 |