HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydrofuran-2-yl)methylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanimidic acid, methyl ester, hydrochloride (1:1) | HCID 10313100 | — |
| Reactant | 2-(2-(Tetrahydrofuran-2-yl)methylaminoanilin-5-yl)benzoxazole | HCID 67498163 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydrofuran-2-yl)methylbenzimidazole | HCID 67498246 | 127.5% |
Reaction Steps
To a solution of 2-(tetrahydrofuran-2-yl)methylaminoanilin-5-yl)benzoxazole (see Working Example 95-1) (0.15 g, 0.4 mmol) in methanol (5 mL) was added methyl acetimidate hydrochloride (0.05 mg, 0.4 mmol), and this was heated to reflux for 3 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (0.17 g, 79% 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-4dc6c4a636874245a195b8c35e73cacc |
| Source note | uspto-grants-2014_09 |