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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769036Generated: October 31, 2026

Dimethylformamide → 1-[(1-Carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-cyanobutyl)-4-piperidinyl]methanone

https://huagongshe.com/reaction/1769036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-BromopentanenitrileHCID 79435—
Reactant1-[(1-Carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanoneHCID 54344533—
SolventWaterHCID 962—
Product1-[(1-Carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-cyanobutyl)-4-piperidinyl]methanoneHCID 57285134—

Reaction Conditions

Temperature90 °C

Reaction Steps

Mix 1-[(1-carbomethoxy methoxy ethyl)-1H-benzimidazol-2-yl][1-(4-piperidinyl)]methanone (4.45 g, 12.91 mmol), 5-bromovaleronitrile (2.5 g, 15.3 mmol), potassium carbonate (5.29 g, 38.25 mmol) and dimethylformamide (100 mL). Stir and heat and at 90° C. overnight. Allow to cool to room temperature, dilute with water and extract with ethyl acetate (2×). Wash the combined organic phases with water (3×), then brine and dry (MgSO4). Evaporate the solvent in vacuo and purify by chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380731
Source datasetuspto-grants-1995_01
ORD IDord-49e232968dc240d695c771f7fa08d8da
Source noteuspto-grants-1995_01