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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229994Generated: October 31, 2026

Hydrochloric Acid → 4-{[(4-Tert-butylcyclohexyl)(1-{2-hydroxyethyl}-1h-benzimidazol-2-yl)-amino]methyl}benzoic acid

https://huagongshe.com/reaction/229994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 4-{[(4-tert-butylcyclohexyl)(1-{2-[(trimethylsilyl)oxy]ethyl}-1H-benz-imidazol-2-yl)amino]methyl}benzoateHCID 68838381—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-{[(4-Tert-butylcyclohexyl)(1-{2-hydroxyethyl}-1h-benzimidazol-2-yl)-amino]methyl}benzoic acidHCID 68837898—

Reaction Conditions

Temperature40 °C

Reaction Steps

To the title compound of Example 10 Step A (0.13 mmol, 73 mg) in 2 mL of dioxane was added a solution of LiOH (1.25 mmol, 30 mg) in 1 mL of H2O. The resulting solution was stirred at 40° C. overnight. The reaction mixture was taken up in a pH 7 buffer solution and EtOAc. The mixture was acidified with 2 N HCl until two clear layers formed after agitation. The organic layer was collected and the aqueous layer was washed with EtOAc. The combined organic layers were dried with MgSO4 and concentrated under reduced pressure to afford the acid as a beige solid. MS (ESI): m/z 450 (M+H). HPLC A: 2.05 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563815B2
Source datasetuspto-grants-2009_07
ORD IDord-44d32c51ee8748bba403130a7731057d
Source noteuspto-grants-2009_07