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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750696Generated: October 25, 2026

Potassium Carbonate → {3-[2-(4-Methoxy-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/750696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
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-(4-Methoxy-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 67316653—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Methoxybenzyl chloride (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 numberUS07405215B2
Source datasetuspto-grants-2008_07
ORD IDord-b6f3202c074b480d8f7dbb78750b71c8
Source noteuspto-grants-2008_07