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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12158Generated: October 25, 2026

Hydrochloric Acid → 6-[N-(5-bromo(2-pyridyl))carbamoyl]-2,3,4-trimethoxyphenyl [4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamide

https://huagongshe.com/reaction/12158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-MethylethylenediamineHCID 8014—
ReactantN-{6-(N-(5-bromo(2-pyridyl))carbamoyl]-2,3,4-trimethoxyphenyl}(4-cyanophenyl)carboxamideHCID 22596311—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product6-[N-(5-bromo(2-pyridyl))carbamoyl]-2,3,4-trimethoxyphenyl [4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamideHCID 2259631832%

Reaction Steps

To a solution of the compound of N-{6-[N-(5-bromo(2-pyridyl))carbamoyl]-2,3,4-trimethoxyphenyl}(4-cyanophenyl)carboxamide (680 mg, 1.33 mmol) in anhydrous methanol (5 ml) and ethyl acetate (10 ml) was saturated with hydrogen chloride gas at 0° C. The mixture was stirred at r.t. overnight. After the evaporated the solvent, the residue was dissolved in anhydrous methanol (5 ml) and N-methylethylenediamine (0.586 ml, 6.65 mmol) was added. The mixture was stirred under reflux condition for 2 hrs. After the evaporation of solvent, the crude residue was purified by RP-HPLC to give N-{6-[N-(5-bromo(2-pyridyl))carbamoyl]-2,3,4-trimethoxyphenyl}[4-(1-methyl(2-imidazolin-2-yl))phenyl]carboxamide as a white powder (240 mg, 32%). MS found for C26H26BrN5O5 M+=568, (M+2)+=570.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727981B2
Source datasetuspto-grants-2010_06
ORD IDord-958271ca3f154d7696885840af850fec
Source noteuspto-grants-2010_06