HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523000Generated: October 31, 2026
Cesium carbonate → HCID 90041253, compound
https://huagongshe.com/reaction/523000
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 2-(Methanesulfonyl)pyridin-4-amine | HCID 53393178 | — |
| Reactant | 2-bromo-N-(tert-butyl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide | HCID 71575645 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90041253 | HCID 90041253 | 87.2% |
Reaction Steps
A mixture of 2-bromo-N-tert-butyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (120 mg, 281 μmol), 2-(methylsulfonyl)pyridin-4-amine (55 mg, 319 μmol), xantphos (48.7 mg, 84.2 μmol), Pd2(dba)3 (25.7 mg, 28.1 μmol) and cesium carbonate (183 mg, 562 μmol) in dioxane (2 mL) was heated in a microwave at 150° C. for 20 min. The mixture was cooled then filtered through a pad of celite. The filtrate was concentrated in vacuo then purified by chromatography (silica, 35-70% ethyl acetate in hexanes) to give N-tert-butyl-2-(2-(methylsulfonyl)pyridin-4-ylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (127 mg, 245 μmol, 87%) as a light yellow gum. (EI/CI) m/z: 519.1 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334278B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-c858cb1797614ab1a4c68ab1d18aae87 |
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| Source note | uspto-grants-2016_05 |
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