HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N-(1-((1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178437933 | HCID 178437933 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(1-((1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67260935 | 31.8% |
Reaction Steps
A mixture of N-(3-ethyl-1-((2-hydroxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (18.3 mg, 0.0429 mmol) and methyl iodide (2.68 μL, 0.0429 mmol) with K2CO3 (17.8 mg, 0.129 mmol) in DMF (3 mL) was stirred at ambient temperature for 16 hours. The reaction mixture was diluted with ethyl acetate and water. The aqueous phase was extracted 3 times with EtOAc. The organic phases were combined and washed with brine. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (10:1 DCM/MeOH) to provide the final product (6 mg). MS (ES+APCI) m/z=441 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841455B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-a31cf364d06d411494268b9e64f1b1fe |
| Source note | uspto-grants-2014_09 |