HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-(4-bromo-1H-pyrazol-1-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Ammonium cerium (IV) nitrate | HCID 9869224 | — |
| Reactant | 3-(1H-pyrazol-1-yl)pyridine | HCID 11378567 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(4-bromo-1H-pyrazol-1-yl)pyridine | HCID 12661209 | — |
Reaction Steps
3-Pyrazol-1-ylpyridine (500 mg, 3.44 mmol) was dissolved in acetonitrile (15 ml), and ammonium cerium(IV) nitrate (944 mg, 1.72 mmol) was added (slightly exothermic). N-Bromosuccinimide (736 mg, 4.13 mmol) was added in portions (slightly exothermic) and the mixture was stirred at room temperature for 30 minutes (min) and then heated under reflux for 3 hours (h). After the mixture had cooled, ethyl acetate was added. The organic phase was washed with water, washed with a sodium sulphate solution and then dried over magnesium sulphate. The solvent was removed on a rotary evaporator under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686004B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-301b39ec8fc0492ea3693caf5617d22d |
| Source note | uspto-grants-2014_04 |