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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960565Generated: 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/1960565

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. MS: 590(MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-519d4000ef2041d8864a6a8d9e817381
Source noteuspto-grants-2013_04