Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239149Generated: October 29, 2026

Dimethylformamide → 2-(2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1-thia-3,8-diazaspiro[4.5]dec-2-en-8-yl)acetamide

https://huagongshe.com/reaction/2239149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChloroacetamideHCID 6580—
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-N-[2-(1-thia-3,8-diazaspiro[4.5]dec-2-en-2-yl)-1H-indol-7-yl]thiophene-2-sulfonamideHCID 59135835—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
Product2-(2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1-thia-3,8-diazaspiro[4.5]dec-2-en-8-yl)acetamideHCID 2489977356%

Reaction Steps

A mixture of N-methyl-N-[2-(1-thia-3,8-diazaspiro[4.5]dec-2-en-2-yl)-1H-indol-7-yl]thiophene-2-sulfonamide (100 mg), chloroacetamide (30 mg), potassium carbonate (40 mg) and N,N-dimethylformamide (3 mL) was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4), and concentrated. The obtained residue was subjected to silica gel column chromatography, and eluted with ethyl acetate:hexane=1:1 from a fraction to give the title compound (62 mg, yield 56%) as white crystals. melting point 226° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718798B2
Source datasetuspto-grants-2010_05
ORD IDord-b59d9225b6a841c6a01484fd12358baf
Source noteuspto-grants-2010_05