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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096065Generated: October 31, 2026

Lansoprazole → HCID 59769506, compound

https://huagongshe.com/reaction/2096065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLansoprazoleHCID 3883—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 85900220HCID 85900220—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59769506HCID 5976950668.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-[(chlorocarbonyl)(phenyl)amino]ethyl acetate (0.58 g) prepared in the same way as in Synthetic Example 25 in tetrahydrofuran (10 mL) were added 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole (0.73 g), triethylamine (0.558 mL) and 4-dimethylaminopyridine (0.024 g), and stirred at 60° C. for 15 hrs. To the reaction solution was added ethyl acetate (30 mL), and washed with water (50 mL) and saturated brine (50 mL), and then, dried over anhydrous sodium sulfate, followed by concentrating under reduced pressure. The residue was purified with flash silica gel column chromatography (eluted with acetone:hexane=1:4, then 3:2). The purified material was crystallized from diethyl ether to give title compound as white solid (0.779 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08449911B2
Source datasetuspto-grants-2013_05
ORD IDord-5c19b1df14824592a08a8cb04795ad9f
Source noteuspto-grants-2013_05