HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Dimethylaminopyridine → HCID 53628689, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 5-isoxazol-5-ylthiophene-2-sulfonyl chloride | HCID 2795330 | — |
| Reactant | HCID 57470085 | HCID 57470085 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53628689 | HCID 53628689 | 33% |
Reaction Steps
4-((S)-1-Propyl-pyrrolidin-3-yl)-phenylamine (100 mg, 0.49 mmol) was dissolved in tetrahydrofuran (5 ml). Subsequently, dimethylaminopyridine (24 mg, 0.20 mmol) and 5-(5-isoxazyl)thiophene-2-sulfonyl chloride (159 mg, 0.64 mmol) were added and the reaction mixture stirred overnight at room temperature. The solvent was evaporated under reduced pressure, the residue treated with water and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and the solvent evaporated under reduced pressure to give the crude product. The crude product was purified with silica gel chromatography with dichloromethane/methanol (100:0 to 96:4) as eluent, yielding the purified product (67 mg, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470810B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-0689ac36826d450f95ff285dfeff9b50 |
| Source note | uspto-grants-2013_06 |