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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Phenyl-1-ethynylboronic acid pinacol ester | HCID 11736311 | — |
| Reactant | 4-[6-bromo-8-(isobutylamino)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylbenzene sulfonamide | HCID 86692020 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Product | N-cyclopropyl-4-[8-(isobutylamino)-6-(phenylethynyl)imidazo[1,2-a]pyrazin-3-yl]benzenesulfonamide | HCID 54767155 | 14.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199999B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-2e3299529d1e4c0b98a4727b8d0eced6 |
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| Source note | uspto-grants-2015_12 |
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