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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622521Generated: October 31, 2026

N,N-Diethyl-2-propanamine → HCID 67609460, compound

https://huagongshe.com/reaction/1622521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-Diethyl-2-propanamineHCID 521913—
Reactant3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamideHCID 17752158—
Reactant3-Ethynylimidazo[1,2-a]pyridineHCID 46838759—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 67609460HCID 67609460—

Reaction Steps

To a solution of 3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide (0.11 g, 0.22 mmol.) in DMF (1 mL) in a sealed tube was added Pd[(PPh3)4] (0.013 g, 0.011 mmol), CuI (3 mg, 0.016 mmol), diethylisopropylamine (0.057 mL, 0.33 mmol.), followed by 3-ethynylimidazo[1,2-a]pyridine (0.040 g, 0.28 mmol.). The mixture was purged with argon for 15 minutes, sealed and stirred at rt for 28 h. The solvent was concentrated and the residue was taken up in methylene chloride (50 mL). The organic layer was washed with water, dried (Na2SO4) and evaporated to leave a brown residue which was purified by combiflash (hexane/ethyl acetate/methanol) to yield the desired material: MS (M+H)+ 500.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778942B2
Source datasetuspto-grants-2014_07
ORD IDord-da2d7c19b5b5416a8ee51ba08a7e2269
Source noteuspto-grants-2014_07