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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572163Generated: October 31, 2026

Water → HCID 86704972, compound

https://huagongshe.com/reaction/572163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 13764016HCID 13764016—
Reactant2-Chloro-1-[[2-(trimethylsilanyl)ethoxy]methyl]-benzimidazoleHCID 59752898—
SolventDimethylformamideHCID 6228—
ProductHCID 86704972HCID 8670497268.6%

Reaction Steps

To a solution of 4-(5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl)phenol (0.13 g) in DMF (10 ml) was added sodium hydride (60% in oil, 0.024 g), and the mixture was stirred at room temperature for 5 min. To the reaction mixture was added 2-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazole (0.17 g) obtained in Example 1, step A), and the mixture was stirred under microwave irradiation at 150° C. for 1.5 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029388B2
Source datasetuspto-grants-2015_05
ORD IDord-2599de33ba7548dba1879affdcba9568
Source noteuspto-grants-2015_05