HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(Benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole → 5-(Benzoxazol-2-yl)-2-(tetrahydrofuran-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(Benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole | HCID 67498244 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | 5-(Benzoxazol-2-yl)-2-(tetrahydrofuran-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole | HCID 67498440 | 34.5% |
Reaction Steps
To a solution of 5-(benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole (see Working Example 63) (90 mg, 0.234 mmol) in methanol/ethyl acetate (1:1, 6 mL) was added 10% palladium-carbon (20 mg), a hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 20 hours. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (31.4 mg, 34% yield) as a colorless amorphous mass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-7cfc2e43078a4c55b3dedb92311d9af8 |
| Source note | uspto-grants-2014_09 |