Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531473Generated: October 30, 2026

Sodium Carbonate → N-(3-(3-(1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) methanesulfonamide

https://huagongshe.com/reaction/531473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(Methanesulfonylamino)phenylboronic acid pinacol esterHCID 16217715—
Reactant5-bromo-3-(1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 118523963—
CatalystHCID 178418476HCID 178418476—
SolventEthanol toluene waterHCID 86587398—
ProductN-(3-(3-(1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl) methanesulfonamideHCID 11852394985.91%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (250 mg, 0.46 mmol) was coupled with N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl) methane sulfonamide (intermediate 3) (150 mg, 0.506 mol) in sodium carbonate (146 mg, 1.38 mol), bis(triphenyl phosphine)palladium(ii) dichloride (16 mg, 0.023 mmol) and toluene/ethanol/water (7/7/4 ml) to afford 250.0 mg (85.91% yield) of the pure product after column purification using 40% ethyl acetate in hexane as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-b80e0e09e80141e385bd7100a08d9e02
Source noteuspto-grants-2016_05