HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 10064416, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 10108376 | HCID 10108376 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10064416 | HCID 10064416 | — |
Reaction Steps
3-Fluoro-5-[2-methyl-4-(2-methyl-pyridin-4-ylethynyl)-imidazol-1-yl]-pyridine (48) (100 mg, 0.34 mmol) was dissolved in 5 mL dimethyl formamide. Potassium carbonate (189 mg, 1.38 mmol) and dimethylamine hydrochloride (42 mg, 0.52 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was poured into 60 mL water and extracted three times with ethyl acetate (50 mL each). The combined organic extracts were dried with sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (dichloromethane/methanol 100:0→90:10 gradient) and the desired compound was obtained as an off-white solid (22 mg, 20%), MS: m/e=318.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153874B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-0fa48756870941f6bd0f2101177fffce |
| Source note | uspto-grants-2006_12 |