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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523099Generated: October 30, 2026

1,2-Dimethylimidazole → 5-(1,2-Dimethyl-1H-imidazol-5-yl)-3-methoxypyridin-2-amine

https://huagongshe.com/reaction/523099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethylimidazoleHCID 15617—
ReactantPotassium AcetateHCID 517044—
Reactant5-Bromo-3-methoxypyridin-2-amineHCID 22271407—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylacetamideHCID 31374—
Product5-(1,2-Dimethyl-1H-imidazol-5-yl)-3-methoxypyridin-2-amineHCID 89995740—

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 5-bromo-3-methoxypyridin-2-amine (55.5 mg, 0.273 mmol), 1,2-dimethyl-1H-imidazole (52.6 mg, 0.547 mmol), Pd(OAc)2 (2.5 mg, 0.011 mmol), KOAc (53.7 mg, 0.55 mmol) in DMA (3 mL) was stirred at 150° C. under microwave irradiation for 8 hours. The reaction mixture was filtered, diluted with NaCl solution and extracted with EtOAc. The organic layer was purified by eluting through an SCX-2 column using 2M NH3/MeOH followed by Biotage silica gel column chromatography eluting with 0-12% MeOH/EtOAc to give the title compound as yellow waxy solid (9 mg, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334286B2
Source datasetuspto-grants-2016_05
ORD IDord-283dc8291cf74fce95b1dee2030aa040
Source noteuspto-grants-2016_05