HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 117601949, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| Reactant | 5-bromo-6-methylquinolin-2(1H)-one | HCID 59141000 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117601949 | HCID 117601949 | — |
Reaction Steps
5-Bromo-6-methylquinolin-2(1H)-one (103.5 mg, 0.435 mmol) was suspended into DMF (3 mL). To the suspension, was added NaH (17.4 mg 60% in mineral oil) at room temperature. After 2 h stirring, CF3CH2OTf (201.8 mg, 0.869 mmol) was added into the mixture at room temperature. The reaction mixture was stirred for 2 h at the same temperature. The reaction mixture was quenched with water (30 mL). The whole was extracted with AcOEt (30 mL×3). Organic layer was washed with brine (30 mL) and dried over Na2SO4. The solvent was removed under a reduced pressure to give the crude product. Gilson PHPLC purification gave 5-bromo-6-methyl-1-(2,2,2-trifluoroethyl)quinolin-2(1H)-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255089B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-ed7478ac64cd45efb6da0ef4734fdb80 |
| Source note | uspto-grants-2016_02 |