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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018316Generated: October 25, 2026

Benzyl 3-aminobenzoate → 3-{[5-(2-Adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carbonyl]-amino}-benzoic Acid

https://huagongshe.com/reaction/1018316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 3-aminobenzoateHCID 15428374—
Reactant5-(2-adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carboxylic acid ethyl esterHCID 54098710—
Product3-{[5-(2-Adamantan-1-yl-ethyl)-2-(2-fluoro-phenyl)-1H-imidazole-4-carbonyl]-amino}-benzoic AcidHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479531B1
Source datasetuspto-grants-2002_11
ORD IDord-d0ea2e08497e4657b0e3a10d61d2113c
Source noteuspto-grants-2002_11