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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50229Generated: October 31, 2026

Acetic Acid → 3-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acid

https://huagongshe.com/reaction/50229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant1-Methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylicacid-N-phenyl-N-(2-ethoxycarbonylethyl)-amide-hydrochlorideHCID 18412553—
SolventWaterHCID 962—
Product3-({2-[(4-Carbamimidoyl-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionic acidHCID 9890882—

Reaction Steps

A mixture of 300 mg (0.56 mmol) of 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide hydrochloride, 15 mL of ethanol, 4 mL of water and 120 mg (3.0 mmol) of sodium hydroxide was stirred for two hours at room temperature. Then the mixture was diluted with about 20 mL of water and made weakly alkaline with glacial acetic acid. The product which crystallized out was suction filtered, washed with water, and dried at 60° C. in vacuo. Yield: 250 mg (95% of theory), C26H26N6O3 (470.5); EKA mass spectrum: (M+H)+=471; (M+H+Na)++=247; (M+2Na)++=258.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710055B2
Source datasetuspto-grants-2004_03
ORD IDord-028009c1e376431aa7f05f7961efb1cc
Source noteuspto-grants-2004_03