HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962607Generated: October 29, 2026
1,2-Dimethoxyethane → HCID 66974486, compound
https://huagongshe.com/reaction/1962607
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Fluoro-5-methoxyphenylboronic acid | HCID 4157211 | — |
| 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 66974486 | HCID 66974486 | 100% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08415368B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-be1e62298d3043039f2d2e3f673cdb61 |
|---|
| Source note | uspto-grants-2013_04 |
|---|