HuagongsheHuagongshe Chemistry Print Report · For research reference only
N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamine → 2-[(4-chlorophenoxy)methyl]-1-methyl-3-[[N,N-bis(3-dimethylaminopropyl)amino]carbonyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamine | HCID 81207 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-[(4-chlorophenoxy)methyl]-1-methyl-3-carboxy-1H-indole | HCID 21196246 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[(4-chlorophenoxy)methyl]-1-methyl-3-[[N,N-bis(3-dimethylaminopropyl)amino]carbonyl]-1H-indole | HCID 21195989 | — |
Reaction Steps
Under an argon atmosphere 2-[(4-chlorophenoxy)methyl]-1-methyl-3-carboxy-1H-indole (0.100 g, 0.317 mmol) was dissolved in 3.2 ml of N,N-dimethylformamide. To this solution were added N,N-bis(3-dimethylaminopropyl)amine (0.074 ml, 0.0623 g, 0.332 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.091 g, 0.475 mmol), and hydroxybenztriazole (0.0642 g, 0.475 mmol). The resulting mixture was then heated for 6 hours and then stirred at room temperature overnight. The progress of the reaction was monitored by thin layer chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06245761B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-62a8bbca03ad4cf9987c1e7d8265ad15 |
| Source note | uspto-grants-2001_06 |