HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Dimethylamino)ethanol → HCID 22607746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Dimethylamino)ethanol | HCID 7902 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,5-Dibromopyridine | HCID 69369 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22607746 | HCID 22607746 | 78% |
Reaction Steps
A solution of N,N-dimethylethanolamine(0.5 mL) in DMF (10 mL) at room temperature was treated with sodium hydride (0.2 g, 8.4 mmol), stirred for 30 minutes, and treated with 3,5-dibromopyridine (1.0 g, 4.2 mmol). The mixture was stirred at 90° C. for 8 hours, and partitioned between ethyl acetate and water. The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated under vacuum. Purification by flash column chromatography on silica gel with 50% ethyl acetate/hexane provided the desired product (0.8 g, 78%). MS (DCI/NH3) m/e 246 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831175B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-0fd6b9c448cc47ccb39d7a543ca9fd21 |
| Source note | uspto-grants-2004_12 |