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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529768Generated: November 2, 2026

4-Iodobenzoyl chloride → (4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone

https://huagongshe.com/reaction/529768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Iodobenzoyl chlorideHCID 74373—
ReactantN,N-Dimethylpiperidin-4-amineHCID 417391—
SolventDichloromethaneHCID 6344—
SolventSodium CarbonateHCID 10340—
Product(4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanoneHCID 6076394198%

Reaction Steps

A solution of 4-iodo-benzoyl chloride (4.72 g, 17.71 mmol) in DCM (70 mL) at 0° C. was treated with dimethyl-piperidin-4-yl-amine (2.27 g, 17.71 mmol). The resultant suspension was warmed to room temperature and stirred for 2.5 hours. The reaction mixture was diluted with 1M aqueous Na2CO3 solution and the phases separated. The aqueous phase was extracted twice with DCM and the combined organic phase was dried (Na2SO4) and evaporated to afford (4-dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone as a white solid (6.2 g, 98%). LCMS (Method 3) [M+H]+=359.2, RT=1.82 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346815B2
Source datasetuspto-grants-2016_05
ORD IDord-84f75af1e6c94959a334d320bd58640e
Source noteuspto-grants-2016_05