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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962607Generated: October 29, 2026

1,2-Dimethoxyethane → HCID 66974486, compound

https://huagongshe.com/reaction/1962607

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
Reactanttert-Butyl {[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamateHCID 57522258—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 66974486HCID 66974486100%

Reaction Conditions

Temperature90 °C

Reaction Steps

tert-Butyl{[5-bromo-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (431 mg), (2-fluoro-5-methoxyphenyl)boronic acid (256 mg), sodium hydrogencarbonate (253 mg) and tetrakis(triphenylphosphine)palladium (174 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 90° C. for 1 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 numberUS08415368B2
Source datasetuspto-grants-2013_04
ORD IDord-be1e62298d3043039f2d2e3f673cdb61
Source noteuspto-grants-2013_04