HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 3-Bromomethyl-2-fluoro-5-nitro-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Fluoro-3-methyl-5-nitropyridine | HCID 12408184 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromomethyl-2-fluoro-5-nitro-pyridine | HCID 59686862 | 15% |
Reaction Steps
2-Fluoro-3-methyl-5-nitro-pyridine (445 mg, 2.85 mmol) was dissolved in 20 mL DCM. NBS (1.01 g, 5.7 mmol, 2 eq.) was added. The reaction was stirred at room temperature for 2 days. HPLC showed 20% conversion. The reaction was concentrated down and purified (silica gel, 0-80% EtOAc/hexane) to give light yellow oil (100 mg, 15%). 1H NMR (300 MHz, CD3OD): δ 8.39 (m, 2H), 7.61 (m, 1H), 4.86 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106064B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-f890b33df34d4a4f84e7f3ebe2e89595 |
| Source note | uspto-grants-2012_01 |