HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-broMo-3-(trifluoroMethoxy)pyridin-2-aMine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-(Trifluoromethoxy)pyridin-2-amine | HCID 49871186 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-broMo-3-(trifluoroMethoxy)pyridin-2-aMine | HCID 90285674 | 51% |
Reaction Steps
To a solution of 3-(trifluoromethoxy)pyridin-2-amine (300 mg, 1.68 mmol) in dichloromethane (8 mL) was added N-bromosuccinimide (450 mg, 2.53 mmol) at 20° C. The reaction mixture was stirred at the same temperature for another 5 min and subsequently concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 15% ethyl acetate in petroleum ether) affording product (220 mg, 51%): 1H NMR (400 MHz, DMSO-d6) δ 8.03 (d, J=2.0 Hz, 1H), 7.75-7.74 (m, 1H), 6.68 (brs, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365583B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a2785ba5e9cd4888893f89ad5ee35328 |
| Source note | uspto-grants-2016_06 |