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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782311Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 66974463, compound

https://huagongshe.com/reaction/1782311

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
Reactanttert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamateHCID 57522258—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 66974463HCID 6697446364%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of tert-butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (430 mg), 4-(methanesulfonyl)phenylboronic acid (300 mg), tetrakis(triphenylphosphine)palladium (115 mg), sodium carbonate (320 mg), 1,2-dimethoxyethane (10 mL) and water (10 mL) was stirred under a nitrogen atmosphere at 80° C. for 14 hr. The reaction mixture was allowed to cool to room temperature, filtered through celite, and the filtrate 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=2:1→1:2) to give the title compound as an oil (yield 275 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498337B2
Source datasetuspto-grants-2009_03
ORD IDord-8918e7f0465c4e70aa1632d1106603b5
Source noteuspto-grants-2009_03