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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018335Generated: October 27, 2026

Water → 3-{[5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1h-imidazole-4-carbonyl]-amino}-benzoic acid

https://huagongshe.com/reaction/1018335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-NaphthalenecarboxaldehydeHCID 6201—
ReactantN-Methyl-D-glucamineHCID 8567—
ReactantCyclohexanecarboxaldehydeHCID 16275—
ReactantDibenzyl 5-aminoisophthalateHCID 7023592—
Reactant3-Cycloheptylpropanoic acidHCID 15106995—
ReactantBenzyl 3-aminobenzoateHCID 15428374—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product3-{[5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1h-imidazole-4-carbonyl]-amino}-benzoic acidHCID 18405335—
Product5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1h-imidazole-4-carboxylic acidHCID 18405682—

Reaction Steps

5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1H-imidazole-4-carboxylic acid was prepared according to the procedure of Example 20, steps a, b and c, with the modification that cycloheptanepropionic acid was used instead of cycloheptaneacetic acid in step a, and cyclohexanecarboxaldehyde replaced 2-naphthaldehyde in step b. The acid was then converted to the title compound according to the procedure of Example 20, steps d and e, with the modification that 3-amino-benzoic acid benzyl ester replaced 5-amino-isophthalic acid dibenzyl ester in step d. 1H NMR (300 MHz, d6-DMSO) 12.00 (1H, br s), 9.58 (1H, s), 8.45 (1H, s), 7.88 (1H, m), 7.59 (1H, d), 7.38 (1H, t), 2.89 (2H, m), 2.70 (1H, m), 2.00 (2H, m), 1.75-1.35 (23H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 60.15; H, 8.43; N, 8.58%. C33H52N4O8.1.4 mols H2O requires: C, 60.22; H, 8.40; N, 8.51%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479531B1
Source datasetuspto-grants-2002_11
ORD IDord-ca27623a49e244849047f51a7bccd8de
Source noteuspto-grants-2002_11