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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556444Generated: October 30, 2026

Water → N-[4-(3-Amino-1H-pyrazolo[3,4-b]pyridin-6-yl)phenyl]-2,3-dichlorobenzenesulphonamide

https://huagongshe.com/reaction/556444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2,3-Dichlorobenzene-1-sulfonyl chlorideHCID 2734222—
ReactantHCID 178507390HCID 178507390—
SolventDimethylformamideHCID 6228—
ProductN-[4-(3-Amino-1H-pyrazolo[3,4-b]pyridin-6-yl)phenyl]-2,3-dichlorobenzenesulphonamideHCID 178509221—

Reaction Steps

100 mg (0.44 mmol) of 6-(4-aminophenyl)-1H-pyrazolo[3,4-b]pyridin-3-ylamine are dissolved in 3 ml of anhydrous DMF. The solution is then degassed for 15 minutes with argon. 123.8 μl (89.9 mg, 0.89 mmol, 2 eq.) of triethylamine are subsequently added. The solution is once again degassed for 15 minutes. Finally, 0.109 g (0.444 mmol, 1 eq.) of 2,3-dichlorophenylsulphonyl chloride is added. The solution is stirred at ambient temperature under argon overnight. At the end of the reaction, 10 ml of water are added. A yellow-brown precipitate forms. The mixture is filtered. The solid is dried and purified on a column of 4 g of silica with an eluent gradient of 0 to 10% of methanol in dichloromethane. A beige solid is isolated (11 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058290B2
Source datasetuspto-grants-2011_11
ORD IDord-61ca815bcb82466193077519d8ac1e1d
Source noteuspto-grants-2011_11