HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-((2-chloropyridin-4-yl)oxy)-6-methylpyridin-2-yl)-3-(2-methoxyethyl)-2-oxoimidazolidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5-((2-Chloropyridin-4-yl)oxy)-6-methylpyridin-2-amine | HCID 90402972 | — |
| Reactant | 3-(2-Methoxyethyl)-2-oxoimidazolidine-1-carbonyl chloride | HCID 90426083 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-((2-chloropyridin-4-yl)oxy)-6-methylpyridin-2-yl)-3-(2-methoxyethyl)-2-oxoimidazolidine-1-carboxamide | HCID 90426033 | 81% |
Reaction Steps
A 0° C. mixture of Example A7 (0.350 g, 1.485 mmol) and pyridine (0.251 mL, 3.12 mmol) in DCM (10 mL) was treated with a solution of Example B4 (0.368 g, 1.782 mmol) in DCM (5 mL) and stirred at RT overnight. The mixture was treated with satd. NaHCO3, extracted with DCM (2×) and the combined organics were dried over Na2SO4, concentrated to dryness and purified twice via silica gel chromatography (MeOH/DCM) to afford N-(5-((2-chloropyridin-4-yl)oxy)-6-methylpyridin-2-yl)-3-(2-methoxyethyl)-2-oxoimidazolidine-1-carboxamide (487 mg, 81%) as a yellow oil. MS (ESI) m/z: 406.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133183B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8d41c27843ee4017b144884889f5a7ae |
| Source note | uspto-grants-2015_09 |