HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethylglycine → HCID 44124830, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethylglycine | HCID 673 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-4-methylpyridine | HCID 2734087 | — |
| Reactant | (S)-N-(5-hydroxy-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide | HCID 66857149 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 44124830 | HCID 44124830 | — |
Reaction Steps
N-[(2S)-5-hydroxy-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide (50 mg, 0.196 mmol, Description 3), copper(I) iodide (41.0 mg, 0.215 mmol), 2-bromo-4-methylpyridine (0.022 ml, 0.196 mmol), Cs2CO3 (191 mg, 0.587 mmol) and N,N-dimethylglycine (24.23 mg, 0.235 mmol) in dimethyl sulfoxide (2 ml) were heated under microwave conditions for 30 minutes at 190° C. The reaction mixture was partitioned between EtOAc (10 ml) and water (10 ml). Aqueous was further extracted with DCM (10 ml). The organic solution was dried over MgSO4 and evaporated under reduced pressure to yield the impure product as a dark brown oil. The product was purified by reverse phase chromatography using the MDAP to give the title compound as a white solid (5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173820B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-83114e8ec9af4870b3d7d3096b39f959 |
| Source note | uspto-grants-2012_05 |