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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773673Generated: November 1, 2026

Sodium hydride → HCID 117601949, compound

https://huagongshe.com/reaction/1773673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 80366—
Reactant5-bromo-6-methylquinolin-2(1H)-oneHCID 59141000—
SolventDimethylformamideHCID 6228—
ProductHCID 117601949HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255089B2
Source datasetuspto-grants-2016_02
ORD IDord-ed7478ac64cd45efb6da0ef4734fdb80
Source noteuspto-grants-2016_02