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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dimethylimidazole | HCID 15617 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 5-Bromo-3-methoxypyridin-2-amine | HCID 22271407 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 5-(1,2-Dimethyl-1H-imidazol-5-yl)-3-methoxypyridin-2-amine | HCID 89995740 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334286B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-283dc8291cf74fce95b1dee2030aa040 |
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| Source note | uspto-grants-2016_05 |
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