HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Benzyloxy)-N-[5-cyano-2-(cyclohexylamino)phenyl]benzamide → 2-[4-(Benzyloxy)phenyl]-1-cyclohexyl-1H-benzimidazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Benzyloxy)-N-[5-cyano-2-(cyclohexylamino)phenyl]benzamide | HCID 22660804 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-[4-(Benzyloxy)phenyl]-1-cyclohexyl-1H-benzimidazole-5-carbonitrile | HCID 22660790 | 90.3% |
Reaction Steps
A solution of compound 11 (2.08 g, 4.89 mmol) in acetic acid (15 mL) was refluxed for 4.5 h. The reaction mixture was cooled to rt and concentrated on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with saturated NaHCO3 (2×) and water (1×). The organic layer was dried (MgSO4) and concentrated on a rotary evaporator. The residue was recrystallized from hexane/ethyl acetate to give compound 12 as a tan solid (1.8 g, 90%). ESI-MS m/e 408.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803374B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-9fb2d8b3721448078a628c2c7bec5314 |
| Source note | uspto-grants-2004_10 |