HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Acetylaminomethyl-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole | HCID 67498421 | — |
| Reactant | Ethyl 2-acetylaminoacetimidate hydrochloride | HCID 86664950 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Acetylaminomethyl-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole | HCID 67498254 | 21.1% |
Reaction Steps
To a solution of 5-chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole (see Working Example 100-2) (250 mg, 0.727 mmol) in ethanol (5 mL) was added ethyl 2-acetylaminoacetimidate hydrochloride (263 mg, 1.45 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (65.2 mg, 21% yield) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-ee6168848f5640d6b0772d317c65c0e2 |
| Source note | uspto-grants-2014_09 |