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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50309Generated: October 26, 2026

Acetic Acid → 3-[[1-methyl-2-[[4-(N-octoxycarbonylcarbamimidoyl)anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acid

https://huagongshe.com/reaction/50309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 3-[[1-methyl-2-[[4-(N-octoxycarbonylcarbamimidoyl)anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoateHCID 140409603—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product3-[[1-methyl-2-[[4-(N-octoxycarbonylcarbamimidoyl)anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acidHCID 14044350180%

Reaction Steps

0.7 g (1.1 mmol) of 1-methyl-2-[N-[4-(N-n-octyloxycarbonylamidino)phenyl]aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide was stirred in a mixture of 0.12 g (3.0 mmol) of sodium hydroxide, 5 mL of water, and 10 mL of methanol for one hour at room temperature. Then the mixture was diluted with 20 mL of water and adjusted to pH 6 with glacial acetic acid. Then about 5 mL of diethylether were added and the mixture was vigorously stirred for one hour. The product thus precipitated was suction filtered, washed with a little water, then with diethylether and dried. Yield: 80% of theory, C34H41N7O5 (627.8); EKA mass spectrum: (M+H)+=628; (M+H+Na)++=325.7; (M+Na)+=650; (M+2Na)++=337.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710055B2
Source datasetuspto-grants-2004_03
ORD IDord-f9657518cd8e4a65823335069e47d94b
Source noteuspto-grants-2004_03