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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453739Generated: October 26, 2026

Benzyl Bromide → [3-(2-Benzyl-1,1-dioxo-1,2-dihydro-1lambda6-benzo[e][1,2,3]thiadiazin-4-yl)-5-fluoro-2-methyl-indol-1-yl]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/1453739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant4-(5-Fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxideHCID 136388612—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product[3-(2-Benzyl-1,1-dioxo-1,2-dihydro-1lambda6-benzo[e][1,2,3]thiadiazin-4-yl)-5-fluoro-2-methyl-indol-1-yl]-acetic acid tert-butyl esterHCID 67315485—

Reaction Conditions

Temperature80 °C

Reaction Steps

Benzyl bromide (10 μL, 67 μmol) and K2CO3 (10 mg, 72 μmol) were added to a solution of 4-(5-fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxide (20 mg, 61 μmol) in CH3CN (1 mL), and stirred overnight at 80° C. An additional amount of K2CO3 (10 mg, 72 μmol) and tert-butyl bromoacetate (14 μL, 92 μmol) was added, and the reaction mixture stirred an additional 2 h at 80° C. The reaction mixture was diluted with H2O and CH2Cl2, and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the sub-title compound, which was carried onto the next step without further purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476667B2
Source datasetuspto-grants-2009_01
ORD IDord-953e57eb302249448f25530d8a21ddaa
Source noteuspto-grants-2009_01