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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545381Generated: October 29, 2026

Dimethylformamide → HCID 57541146, compound

https://huagongshe.com/reaction/545381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant[2-(3-Hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanoneHCID 57541122—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 57541146HCID 5754114681%

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of 0.275 g (0.50 mmol) of [2-(3-hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 2) in 10 ml of DMF was treated with 0.118 g (1.0 mmol) of zinc cyanide and 0.058 g (0.05 mmol) of tetrakis-(triphenylphosphine)-palladium. This reaction mixture was heated up to 150° C., stirred for 8 hours at this temperature and subsequently cooled down to RT. Then, it was poured into crashed ice and extracted three times with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1) to give 0.18 g (81%) of the title compound as light yellow oil. MS: 448.2 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935707B2
Source datasetuspto-grants-2011_05
ORD IDord-ba6c55b9ae4b48bf9b4722893e31805e
Source noteuspto-grants-2011_05