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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504923Generated: October 26, 2026

Dimethylformamide → N-{2-[8-(cyanomethyl)-1-thia-3,8-diazaspiro[4.5]dec-2-en-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide

https://huagongshe.com/reaction/504923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Chloromethyl)-1,2,4-oxadiazoleHCID 2735765—
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—
ProductN-{2-[8-(cyanomethyl)-1-thia-3,8-diazaspiro[4.5]dec-2-en-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamideHCID 5913558650.6%

Reaction Conditions

Temperature50 °C

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), 3-(chloromethyl)-1,2,4-oxadiazole (35 mg), potassium carbonate (44 mg) and N,N-dimethylformamide (5 mL) was stirred at 50° C. for 16 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 purified by preparative HPLC to give the title compound (55 mg, yield 47%) as white crystals. melting point 211° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07777047B2
Source datasetuspto-grants-2010_08
ORD IDord-49a84d2b411c4559abfa09b7688883ff
Source noteuspto-grants-2010_08