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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498607Generated: October 29, 2026

Potassium Carbonate → N-cyclopropyl-4-[8-(isobutylamino)-6-(phenylethynyl)imidazo[1,2-a]pyrazin-3-yl]benzenesulfonamide

https://huagongshe.com/reaction/1498607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Phenyl-1-ethynylboronic acid pinacol esterHCID 11736311—
Reactant4-[6-bromo-8-(isobutylamino)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylbenzene sulfonamideHCID 86692020—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
Solvent1-PropanolHCID 1031—
ProductN-cyclopropyl-4-[8-(isobutylamino)-6-(phenylethynyl)imidazo[1,2-a]pyrazin-3-yl]benzenesulfonamideHCID 5476715514.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 30 mg (65 μmol) 4-[6-bromo-8-(isobutylamino)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylbenzene sulfonamide which was prepared according to intermediate example 2a, 29.5 mg 4,4,5,5-tetramethyl-2-(phenylethynyl)-1,3,2-dioxaborolane, 1.0 mL n-propanol, 97 μL of an aqueous 2M potassium carbonate solution, 0.85 mg triphenylphosphine, and 4.55 mg bis(triphenylphosphine)palladium (II) chloride was stirred at 120° C. for 2 hours. The solution was cooled, water added and extracted with dichloromethane. The organic phase was dried over sodium sulfate. After filtration and removal of solvent the residue was purified by chromatography to give 4.6 mg (14%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199999B2
Source datasetuspto-grants-2015_12
ORD IDord-2e3299529d1e4c0b98a4727b8d0eced6
Source noteuspto-grants-2015_12