HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → 1-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Furfural | HCID 7362 | — |
| Reactant | (2-Oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate | HCID 11448237 | — |
| Reactant | 4-Propylpyrrolidin-2-one | HCID 14178100 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one | HCID 53629120 | — |
Reaction Steps
A solution of indole x4 (117 mg, 1 eq, 1 mmol), 4-propylpyrrolidin-2-one x1 (127 mg, 1 eq, 1 mmol), 2-furaldehyde x5 (0.33 ml, 4 eq, 4 mmol) and (2-oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate x6 (25 mg, 0.1 eq, 0.1 mmol) in acetonitrile (3 ml) is heated 30 minutes in a microwave apparatus (Biotage, 150 W, 130° C.). After cooling to room temperature, the solvent is removed under reduced pressure, and the crude mixture is purified by preparative chromatography on silicagel (CH2Cl2) leading to 1-[2-furyl(1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one 153 as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178533B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-9a18672ed940485a8aa2cca2891c40be |
| Source note | uspto-grants-2012_05 |