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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931745Generated: October 31, 2026

Trifluoromethanesulfonic anhydride → 5-Bromo-7-methylquinolin-6-yl trifluoromethanesulfonate

https://huagongshe.com/reaction/931745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant5-Bromo-6-hydroxy-7-methyl-quinolineHCID 23078309—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product5-Bromo-7-methylquinolin-6-yl trifluoromethanesulfonateHCID 86691979—

Reaction Conditions

Temperature0 °C

Reaction Steps

To the solution of 5-bromo-7-methylquinolin-6-ol (238 mg, 1.0 mmol) in dichloromethane (10 mL) and pyridine (2 mL) was added Tf2O (0.34 mL, 2.0 mmol) at −30° C. The mixture was stirred and warmed to 0° C. over a period of 2 hours. The reaction was quenched with slow addition of NaHCO3 solution. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated to give 5-bromo-7-methylquinolin-6-yl trifluoromethanesulfonate. LCMS-ESI+ (m/z): 369.9, 371.9 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296758B2
Source datasetuspto-grants-2016_03
ORD IDord-f4effb2ded47473bac12b94d9289bb29
Source noteuspto-grants-2016_03