HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-fluoro-1-methyl-5-nitropyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Fluoro-5-nitropyridin-2-OL | HCID 178526839 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-fluoro-1-methyl-5-nitropyridin-2(1H)-one | HCID 117702979 | 93.2% |
Reaction Steps
To a stirred suspension of 3-fluoro-2-hydroxy-5-nitropyridine (2.03 g, 12.84 mmol) and K2CO3 (3.55 g, 25.7 mmol) in DMF (20 mL) under Ar was added MeI (1.20 mL, 19.26 mmol). The reaction mixture was stirred for 1 hr at rt, concentrated, diluted with water (100 mL), and extracted with CH2Cl2. (2×150 mL) The combined organic layers were washed with water, dried over Na2SO4 and evaporated to afford the crude title product (2.06 g, 11.97 mmol, 93% yield) as a yellow solid. tR: 2.22 min (HPLC 1); tR: 0.49 min (LC-MS 2); ESI-MS: 173 [M+H]+ (LC-MS 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975417B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6f5fdc38d2f547a18688ee132b12dfb3 |
| Source note | uspto-grants-2015_03 |