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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857262Generated: October 31, 2026

2-Pyridinemethanamine → HCID 22132639, compound

https://huagongshe.com/reaction/1857262

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyridinemethanamineHCID 19509—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 22132639HCID 22132639100%

Reaction Steps

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (52 mg) was dissolved in toluene (5 ml) with heat, after the addition of triethylamine (1 ml), triphosgene (54 mg) was added, and the admixture was refluxed with heat for 2 minutes. 2-Pyridylmethylamine (0.05 ml) was added to the reaction mixture, and the admixture was refluxed with heat for 12 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 76 mg of the title compound (yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143764
Source datasetuspto-grants-2000_11
ORD IDord-041c706ffcde45eb92828621536c2d49
Source noteuspto-grants-2000_11