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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373169Generated: October 31, 2026

Diethyl Ether → HCID 59852417, compound

https://huagongshe.com/reaction/2373169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant2-[(3-Amino)-2-pyrazinyl]benzimidazoleHCID 10307962—
SolventDimethylformamideHCID 6228—
ProductHCID 59852417HCID 5985241771.4%

Reaction Steps

3-(1H-benzimidazol-2-yl)pyrazin-2-amine (0.302 g, 0.14 mmol) was dissolved in N,N-dimethyl formamide (10 mL) and treated with 2-bromoethyl methyl ether (0.15 mL, 0.16 mmol) and cesium carbonate (0.475 g, 1.4 mmol). The mixture was stirred at ambient temperature for 20 hours and then filtered through celite. The filtrate was concentrated and partitioned between ethyl acetate and water. The mixture was extracted into ethyl acetate (×3) and the combined organic layers were washed with water, and then with saturated sodium chloride. The organics were dried over magnesium sulfate, filtered and concentrated. Trituration with diethyl ether afforded the title compound as tan solids (0.275 g, 0.10 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459454B2
Source datasetuspto-grants-2008_12
ORD IDord-0a84dc5fb5bf49c995295ccf485f4826
Source noteuspto-grants-2008_12