HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 66831368, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 66831365 | HCID 66831365 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66831368 | HCID 66831368 | — |
Reaction Steps
A suspension of 3-(3,5-difluorophenyl)-2-ethyl-6-fluoroquinolin-4(1H)-one (280 mg, 0.9 mmol) in DMF (5 mL) was treated with NaH (60%, 1.5 eq, 55.3 mg). After 30 min, MeI (0.12 mL, 2.0 eq) was added dropwise and the reaction mixture was stirred at rt overnight before quenching with water. The reaction mixture was extracted with EtOAc (5 mL×2). The organic layers were combined washed with water, brine, dried, concd and purified by column chromatography on silica gel (EtOAc/hexane, 1/2) to give 3-(3,5-difluorophenyl)-2-ethyl-6-fluoro-1-methylquinolin-4(1H)-one as a white solid. Mass Spectrum (ESI) m/e=318 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754089B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-f50eb17aa3334d78ab3b603c08c8e545 |
| Source note | uspto-grants-2014_06 |