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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892952Generated: October 30, 2026

Dimethyl Sulfoxide → 3-{[3-{[(5-Bromo-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide

https://huagongshe.com/reaction/1892952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant5-Bromothiophene-2-sulfonyl chlorideHCID 2733924—
Reactant3-{[3-Amino-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamideHCID 58054469—
SolventPyridineHCID 1049—
Product3-{[3-{[(5-Bromo-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamideHCID 5945606212%

Reaction Steps

3-{[3-Amino-4-(methyloxy)-1H-indazol-1-yl]methyl}benzamide (for a preparation see Intermediate 12) (22 mg, 0.07 mmol) was dissolved in pyridine (1.6 mL) and added to 5-bromo-2-thiophenesulfonyl chloride (27 mg, 0.1 mmol). The reaction mixture was shaken at room temperature for 5 min and then stood overnight at room temperature. DMSO (0.2 mL) was added to the reaction mixture and purified by MDAP on Atlantis column using Acetonitrile Water with a Formic acid modifier. The solvent was evaporated in vacuo using the Genevac to give the title compound (4.6 mg, 12%) LCMS (System A) RT=1.04 min, ES+ve m/z 521/523 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507543B2
Source datasetuspto-grants-2013_08
ORD IDord-35f68ec473f147e085a35db3408bf397
Source noteuspto-grants-2013_08