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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585897Generated: October 30, 2026

Dimethylformamide → HCID 54057074, compound

https://huagongshe.com/reaction/1585897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(4-Bromo-phenyl)-6,7-dihydro-4H-imidazo[4,5-c]pyridine-1,5-dicarboxylic acid di-tert-butyl esterHCID 53751745—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
ProductHCID 54057074HCID 54057074—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-(4-Bromo-phenyl)-6,7-dihydro-4H-imidazo[4,5-c]pyridine-1,5-dicarboxylic acid di-tert-butyl ester (0.55 g, 1.14 mmol) and Zn(CN)2 (0.13 g, 1.14 mmol) were stirred in anh. DMF (10 mL) and degassed with Ar for 15 min. Tetrakis(triphenylphosphine)-palladium(0) was added to the solution and stirred at 80° C. under Ar overnight. The solution was concentrated in vacuo, partitioned between EtOAc and sat. NaHCO3 soln, washed with H2O, brine, and dried over MgSO4. Filtration, concentration, and silica gel chromatography (0-2% MeOH/CH2Cl2 with NH4OH) gave the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05939439
Source datasetuspto-grants-1999_08
ORD IDord-4a570c90dec54eec8019776bc53ab3fe
Source noteuspto-grants-1999_08