HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (5-Bromo-6-fluoro-pyridin-2-yl)-(2-chloro-benzyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (2-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine | HCID 57963158 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (5-Bromo-6-fluoro-pyridin-2-yl)-(2-chloro-benzyl)-amine | HCID 57619357 | 80% |
Reaction Steps
To (2-chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine (16, 4.70 g, 19.8 mmol) in 100.0 mL of acetonitrile, N-bromosuccinimide (3.53 g, 19.8 mmol) in 20.0 mL of acetonitrile was added slowly at room temperature. The reaction was stirred at room temperature for 4 hours, then poured into aqueous potassium carbonate and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was washed with ethyl acetate in hexane to provide the desired compound (17, 5.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260437B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-2649a3fcb3194c0fb4e4a7db993e28a6 |
| Source note | uspto-grants-2016_02 |