HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromo-4-trifluoromethyl-pyrimidin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Amino-4-(trifluoromethyl)pyrimidine | HCID 595915 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Bromo-4-trifluoromethyl-pyrimidin-2-ylamine | HCID 45382152 | 86% |
Reaction Steps
To a solution of 2-amino-4-trifluoromethylpyrimidine (25 g, 0.15 mol) in CH3CN (600 mL) was added in the dark a solution of N-bromosuccinimide (34.8 g, 195 mmol) in acetonitrile (200 mL) over a period of 2.5 h. The reaction mixture was stirred for 4.5 h at RT and then concentrated. The residue was dissolved in EtOAc and H2O, the organic solvents were separated, washed with H2O and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using EtOAc in hexane from 10% to 40% to provide the title compound as a beige solid (31.2 g, 85%). LC-MS: Rt 0.82 min; (LCMS method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296733B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-fbda1e776fd04828b901330e6fbb100f |
| Source note | uspto-grants-2016_03 |