HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782339Generated: October 28, 2026
1,2-Dimethoxyethane → HCID 66974482, compound
https://huagongshe.com/reaction/1782339
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Fluoro-3-methoxyphenylboronic acid | HCID 4985744 | — |
| 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 66974482 | HCID 66974482 | 100% |
Reaction Steps
tert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (431 mg), (2-fluoro-3-methoxyphenyl)boronic acid (256 mg), sodium hydrogencarbonate (253 mg) and tetrakis(triphenylphosphine)palladium (88 mg) were added to a mixture of 1,2-dimethoxyethane (8 mL) and water (2 mL), and the mixture was stirred under a nitrogen atmosphere 100° C. for 2 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) to give the title compound as a colorless oil (yield 475 mg, about 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07498337B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-90cce5cb93644aeb961c04a3a39e21dc |
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| Source note | uspto-grants-2009_03 |
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