HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197017Generated: October 29, 2026
1,2-Dimethoxyethane → HCID 66974699, compound
https://huagongshe.com/reaction/2197017
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Methylpyridine-3-Boronic Acid | HCID 2762711 | — |
| Reactant | tert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate | HCID 57522258 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66974699 | HCID 66974699 | 52% |
Reaction Steps
tert-Butyl{[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (431 mg), (4-methylpyridin-3-yl)boronic acid (206 mg), sodium hydrogencarbonate (253 mg) and tetrakis(triphenylphosphine)palladium (87 mg) were added to a degassed mixture of 1,2-dimethoxyethane (8 mL) and water (2 mL), and the mixture was stirred under a nitrogen atmosphere at 80° C. for 6 hr. The reaction mixture was allowed to cool, a saturated aqueous sodium hydrogencarbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=1:1→0:1) to give the title compound as a colorless oil (yield 230 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338461B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-dd1fad89b35d4c91957bb0fcc79cfd46 |
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| Source note | uspto-grants-2012_12 |
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