HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-chloro-1-(4-methoxy-benzyl)-5-nitro-1H-pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methoxybenzyl bromide | HCID 165021 | — |
| Reactant | HCID 178526838 | HCID 178526838 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-chloro-1-(4-methoxy-benzyl)-5-nitro-1H-pyridin-2-one | HCID 86703125 | — |
Reaction Steps
4-methoxybenzyl bromide (5.0 mL, 34.4 mmol) was added to a cold (0° C.) mixture 3-chloro-2-hydroxy-5-nitropyridine (5 g, 28.6 mmol) and K2CO3 (7.9 g, 57.3 mmol) in DMF (25 mL). The reaction mixture was allowed to warm to rt, stirred for 2 h, quenched by addition of a saturated aqueous NaHCO3 solution, and extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated. The residue was purified by trituration in EtOAc. tR: 0.98 min (LC-MS 2); ESI-MS: 295.2 [M+H]+ (LC-MS 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815926B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-773b68ea8aee492098f913e596442f85 |
| Source note | uspto-grants-2014_08 |