Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267432Generated: November 3, 2026

Dimethyl Ether → HCID 60204557, compound

https://huagongshe.com/reaction/2267432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl EtherHCID 8254—
ReactantSodium CarbonateHCID 10340—
Reactant2-Thiopheneboronic acidHCID 2733960—
ReactantHCID 60204554HCID 60204554—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 60204557HCID 60204557—

Reaction Conditions

Temperature145 °C

Reaction Steps

1-(2-(4-(5-Bromothiophen-2-yl)-5-methylpyrimidin-2-ylamino)ethyl)imidazolidin-2-one (0.1 g, 0.26 mmol), thiophen-2-ylboronic acid (0.066 g, 0.52 mmol), and sodium carbonate (0.26 mL of 2 M solution, 0.52 mmol) were added to a microwave tube containing dimethyl ether (2 mL). The tube was flushed with nitrogen and tetrakis(triphenylphosphine)palladium (0.06 g, 0.054 mmol) was added. The tube was capped and heated to 145° C. for 20 min in a Personal Chemistry microwave. The reaction was diluted with a mixture of 2:1 dichloromethane and methanol (9 mL), filtered through a pad of celite, washed with saturated aqueous sodium bicarbonate, water and brine. The organic layer was dried with sodium sulfate, concentrated in vacuo and purified by flash chromatography on silica gel using a gradient 2 to 10% of methanol in dichloromethane to afford a yellow solid. Yield=0.036 g. MS (M+H)+ 386.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858785B2
Source datasetuspto-grants-2010_12
ORD IDord-e0e9b33342fc44d28d7c73b5c95f4ee3
Source noteuspto-grants-2010_12