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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240286Generated: October 30, 2026

Water → 1-{1-[3-(4-Fluorophenoxy)-propyl]-piperidin-4-yl}-1H-benzimidazole

https://huagongshe.com/reaction/2240286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(3-Chloropropoxy)-4-fluorobenzeneHCID 74391—
Reactant1-(4-Piperidinyl)-1H-benzimidazoleHCID 3019262—
SolventDimethylformamideHCID 6228—
Product1-{1-[3-(4-Fluorophenoxy)-propyl]-piperidin-4-yl}-1H-benzimidazoleHCID 5859952766.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred solution of 1-piperidin-4-yl-1H-benzimidazole (4.02 g) and 1-(3-chloropropoxy)-4-fluorobenzene (4.16 g) in DMF (50 ml) was added K2CO3 (4.1 g) and KI (0.2 g). The mixture was heated at 90° C. for 2 h, and then allowed to cool to rt. Water (100 ml) was added and the mixture extracted with ethyl acetate (2×80 ml), and the organic layer separated and washed with water. This was further dried and concentrated in vacuo. The free base converted to the hydrochloride salt by action of HCl in ethanol. The solid was recrystallised from ethanol-diethylether to yield 4.7 g of the title compound as colourless crystals. MP. 233-235° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723360B2
Source datasetuspto-grants-2010_05
ORD IDord-47748616543947818459e986b8a4938c
Source noteuspto-grants-2010_05