HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorobenzimidazole → 1-[(2-chloro-1H-benzimidazol-1-yl)methyl]-4-propyl-pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Reactant | 1-(Hydroxymethyl)-4-propylpyrrolidin-2-one | HCID 11332602 | — |
| Reactant | (2-Oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate | HCID 11448237 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-[(2-chloro-1H-benzimidazol-1-yl)methyl]-4-propyl-pyrrolidin-2-one | HCID 57743056 | 49.2% |
Reaction Steps
A solution of 1-(hydroxymethyl)-4-propylpyrrolidin-2-one x2 (0.472 g, 1 eq, 3 mmol), (2-oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate x6 (38.5 mg, 5 mol %, 0.15 mmol) and 2-chloro-1H-benzimidazole x163 (1.2 eq, 3.3 mmol, 0.504 g) in acetonitrile (3 ml) is irradiated in a microwave apparatus (CEM discover) during 0.75 h (100 w). After cooling, evaporation of the solvent under reduce pressure and purification by preparative chromatography on reverse phase, 1-[(2-chloro-1H-benzimidazol-1-yl)methyl]-4-propyl-pyrrolidin-2-one 300 is isolated as a clear oil (0.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586623B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-1e42790c001945af92f475db9fc0912c |
| Source note | uspto-grants-2013_11 |