Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)propionic acid | HCID 10609002 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 23498836 | HCID 23498836 | 78% |
Reaction Steps
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide-hydrochloide (1.34 g, 7 mmol), anhydrous 1-hydroxybenzotriazole (0.95 g, 7 mmol), triethylamine(1.0 ml, 7.5 mmol) and N-methylpiperazine (664 μl, 6 mmol) were added to a mixture of [3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid] (1.1 g, 5 mmol) in 20 ml of N,N-dimethylformamide. The reaction was stirred at room temperature overnight. Thin layer chromatography (methanol: dichloromethane 5:1) showed one major spot. The reaction solution was concentrated under high vacuum over night then the residue was purified by flash chromatography and eluting with (dichloromethane: methanol 15/1, 10/1, 5/1) to give 3-[3-(4-methyl-piperazin-1-yl)-3-oxo-propyl]-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (1.18 g, 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06777417B2 |
|---|
| Source dataset | uspto-grants-2004_08 |
|---|
| ORD ID | ord-82a3dfeecccd4163987a69c8acd65c7a |
|---|
| Source note | uspto-grants-2004_08 |
|---|