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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240284Generated: October 27, 2026

Water → {3-[4-(2-Ethylbenzimidazol-1-yl)-piperidin-1-yl]-propyl}-(4-fluorophenyl)-amine

https://huagongshe.com/reaction/2240284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Chloropropyl)-(4-fluorophenyl)amineHCID 12769738—
Reactant2-ethyl-1-(piperidin-4-yl)-1H-1,3-benzodiazoleHCID 57586032—
SolventDimethylformamideHCID 6228—
Product{3-[4-(2-Ethylbenzimidazol-1-yl)-piperidin-1-yl]-propyl}-(4-fluorophenyl)-amineHCID 5859952437%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 2-ethyl-1-piperidin-4-yl-1H-benzimidazole (0.6 g) and (3-chloropropyl)-(4-fluorophenyl)amine (0.4 g) in DMF (7 ml) was added K2CO3 (1.1 g) and KI (0.1 g). The mixture was heated at 100° C. for 2 h, and then allowed to cool to rt. Water (50 ml) was added and the mixture extracted with ethyl acetate (80 ml), and the organic layer separated and washed with water. This was further dried and concentrated in vacuo. The oil was purified by flash chromatography (95:5 DCM:MeOH), and the solid recrystallised from ether to yield 0.3 g of the title compound as colourless crystals. Mp. 121-124° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723360B2
Source datasetuspto-grants-2010_05
ORD IDord-508265322b7740cdbb5bf02580017fd6
Source noteuspto-grants-2010_05