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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520589Generated: October 30, 2026

1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine → 6-{1-[(4-Methyl phenyl)sulfonyl]-1H-pyrazolo[3,4-b]pyridin-5-yl}-1-(phenylsulfonyl)-1H-indazol-4-amine

https://huagongshe.com/reaction/520589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amineHCID 58255743—
Reactant5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrazolo[3,4-b]pyridineHCID 66695897—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product6-{1-[(4-Methyl phenyl)sulfonyl]-1H-pyrazolo[3,4-b]pyridin-5-yl}-1-(phenylsulfonyl)-1H-indazol-4-amineHCID 66695747—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-(Phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (775 mg), Pd(PPh3)4 (212 mg) and 5-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrazolo[3,4-b]pyridine (775 mg) were introduced into a microwave vial and DMF (10 ml) was added. The mixture was heated in the microwave at 120° C. for 4 h. The solvent was removed in vacuo and the crude residue was placed on a high vacuum line overnight. The resulting brown oil was purified by FlashMaster II. The crude material was dissolved in chloroform and added to the top of 2×100 g silica SPE cartridges that were subsequently eluted with 0-100% ethyl acetate:cyclohexane over 60 min. The product-containing fractions were combined and the solvent was removed in vacuo. The residue was dried on a high vacuum line to give the title product, 371 mg as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-a0eaf770d21649d39453c22b2e3ebae1
Source noteuspto-grants-2016_05