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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782339Generated: October 28, 2026

1,2-Dimethoxyethane → HCID 66974482, compound

https://huagongshe.com/reaction/1782339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Fluoro-3-methoxyphenylboronic acidHCID 4985744—
Reactanttert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamateHCID 57522258—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 66974482HCID 66974482100%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498337B2
Source datasetuspto-grants-2009_03
ORD IDord-90cce5cb93644aeb961c04a3a39e21dc
Source noteuspto-grants-2009_03