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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661940Generated: October 29, 2026

Methanol → C-[2-(4-Isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-methylamine

https://huagongshe.com/reaction/1661940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant2-(4-Isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole-5-carbonitrileHCID 11279522—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductC-[2-(4-Isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-methylamineHCID 5777208959.4%

Reaction Steps

To a solution of 100 mg (0.286 mmol) 2-(4-Isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole-5-carbonitrile in 4 ml THF, LiAlH4 (54 mg, 1.43 mmol) is added. The reaction mixture is stirred at reflux temperature for 2 h. After that methanol (0.5 ml) and 5 ml 15% NaOH-solution is added. This mixture is filtered and the filtrate is extracted (3×) with EtOAc. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo to afford 60 mg of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030497B2
Source datasetuspto-grants-2011_10
ORD IDord-ada12d51a66541cab818efe7663c8438
Source noteuspto-grants-2011_10