HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Nitroindole | HCID 22523 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine hydrochloride | HCID 81668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole | HCID 11402695 | — |
Reaction Steps
A reaction mixture of 16.22 g (0.1 mol) of 5-nitroindole, 35 g (0.205 mol) of 1-(2-chloroethyl)pyrrolidine hydrochloride, and 51 g (0.369 mol) of potassium carbonate in 500 mL of DMF is stirred for 48 hours at ambient temperature and then filtered. The filtrate is evaporated down, the residue dissolved in dichloromethane and dried over sodium sulfate. The desiccant is filtered off and the filtrate is evaporated down. Yield: 25 g (96.3% of theory); C14H17N3O2 (M=259.31); calc.: molecular ion peak (M+H)+: 260; found: molecular ion peak (M+H)+: 260; Rf value: 0.65 (silica gel, dichloromethane/methanol/ammonia (90:10:1)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592373B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a396d7ab3dd0446fa900d1a867535b61 |
| Source note | uspto-grants-2009_09 |