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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504943Generated: October 27, 2026

Ethyl bromoacetate → ethyl({7-[methyl(pyridin-2-ylsulfonyl)amino]-2-[5-(thiomorpholinomethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-5-yl}oxy)acetate

https://huagongshe.com/reaction/504943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
ReactantN-{5-hydroxy-2-[5-(thiomorpholinomethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-7-yl)-N-methylpyridine-2-sulfonamideHCID 57476413—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productethyl({7-[methyl(pyridin-2-ylsulfonyl)amino]-2-[5-(thiomorpholinomethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-5-yl}oxy)acetateHCID 5913611776%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-{5-hydroxy-2-[5-(thiomorpholinomethyl)-4,5-dihydro-1,3-thiazol-2-yl]-1H-indol-7-yl}-N-methylpyridine-2-sulfonamide (800 mg) in N,N-dimethylformamide (10 mL) were added potassium carbonate (264 mg) and ethyl bromoacetate (0.18 mL), and the mixture was stirred at 50° C. for 6 hr. The mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=85:15-0:1) to give the title compound (724 mg, yield 76%) as a pale-yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07777047B2
Source datasetuspto-grants-2010_08
ORD IDord-e4d1610992484c8382a819f1f4ee74d9
Source noteuspto-grants-2010_08