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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101498Generated: October 31, 2026

Acetic Anhydride → 1-(4-{2-[[1-(3,5-Dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-piperazin-1-yl)-ethanone

https://huagongshe.com/reaction/2101498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium BicarbonateHCID 516892—
Reactant[1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amineHCID 11949835—
SolventDichloromethaneHCID 6344—
Product1-(4-{2-[[1-(3,5-Dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-piperazin-1-yl)-ethanoneHCID 1195536167.5%

Reaction Steps

To a solution of [1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-(2-piperazin-1-yl-ethyl)-amine (55 mg, 0.12 mmol) in CH2Cl2 at ambient temperature was added dropwise Ac2O (34 μL, 0.36 mmol). The mixture was stirred for 2 h before addition of saturated NaHCO3 (6 mL). The mixture was extracted with CH2Cl2 (2×20 mL) and the combined extracts dried over Na2SO4 then concentrated in vacuo. The residue was purified by semi-preparative HPLC to provide the title compound (42 mg, 66%) as a viscous oil: ESI MS m/z 518 [C26H30Cl2FN5O+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572921B2
Source datasetuspto-grants-2009_08
ORD IDord-46bb9d3f48d04e7e9d6e93655f56ceca
Source noteuspto-grants-2009_08