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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230011Generated: October 31, 2026

Hydrochloric Acid → 4-{[(3,5-Dichlorophenyl)(1-methyl-1h-benzimidazol-2-yl)amino]methyl}-benzoic acid

https://huagongshe.com/reaction/230011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 4-{[(3,5-dichlorophenyl)(1-methyl-1H-benzimidazol-2-yl)amino]-methyl}benzoateHCID 68835443—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-{[(3,5-Dichlorophenyl)(1-methyl-1h-benzimidazol-2-yl)amino]methyl}-benzoic acidHCID 68836182—

Reaction Steps

To the title compound of Example 223 Step B (0.2 mmol, 85 mg) in 1.6 mL of dioxane was added a solution of LiOH (0.8 mmol, 19 mg) in 0.8 mL of H2O. The reaction was allowed to stir at ambient temperature overnight. The crude reaction mixture was poured into pH 7 buffer/EtOAc, which was acidified with 2 N HCl until two clear layers formed after agitation. The organic phase was collected and the aqueous phase was extracted twice with EtOAc. The combined organic phase was dried over MgSO4, then concentrated under reduced pressure to afford the product as a white foam. MS (ESI): m/z 426 (M+H). HPLC A: 1.79 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563815B2
Source datasetuspto-grants-2009_07
ORD IDord-d002fb82ceac4f72bb3c6dde98500af8
Source noteuspto-grants-2009_07