HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 3-aminobenzoate → 3-{[5-(2-Adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carbonyl]-amino}-benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 3-aminobenzoate | HCID 15428374 | — |
| Reactant | 5-(2-adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester | HCID 54098710 | — |
| Product | 3-{[5-(2-Adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carbonyl]-amino}-benzoic Acid | HCID 18405399 | — |
Reaction Steps
5-Adamantan-1-yl-2,3-dioxo-pentanoic acid ethyl ester monohydrate (Example 44) was reacted with 2-fluorobenzaldehyde according to the procedure of Example 20, step b to produce 5-(2-adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester. The ester was hydrolyzed according to the procedure of Example 20, step c and the resulting 5-(2-adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carboxylic acid was reacted with 3-amino-benzoic acid benzyl ester using essentially the same procedure as in Example 20, step d. Deprotection was carried out according to the procedure of Example 20, step e to afford the title compound as a colourless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479531B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-d0ea2e08497e4657b0e3a10d61d2113c |
| Source note | uspto-grants-2002_11 |