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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534895Generated: October 29, 2026

Dimethylformamide → Methyl [(2-{[4-(2-tert-Butylphenyl)piperazin-1-yl]carbonyl}-1-methyl-1H-indol-5-yl)oxy]acetate

https://huagongshe.com/reaction/534895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
Reactant2-{[4-(2-tert-Butylphenyl)piperazin-1-yl]carbonyl}-1-methyl-1H-indol-5-olHCID 66751189—
SolventWaterHCID 962—
ProductMethyl [(2-{[4-(2-tert-Butylphenyl)piperazin-1-yl]carbonyl}-1-methyl-1H-indol-5-yl)oxy]acetateHCID 6675100784.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}-1-methyl-1H-indol-5-ol obtained in Example 28 (510 mg), methyl bromoacetate (239 mg), potassium carbonate (276 mg), and N,N-dimethylformamide (5 mL) was stirred at 60° C. for 3 h. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to afford crystals. Crystals were washed with diethyl ether and dried under reduced pressure to provide the title compound (509 mg, 84%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853215B2
Source datasetuspto-grants-2014_10
ORD IDord-084862cb41f6430fa2eefbd4e2439989
Source noteuspto-grants-2014_10