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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50303Generated: October 27, 2026

Benzoyl chloride → methyl 3-(N-[2-[[4-(N-benzoylcarbamimidoyl)anilino]methyl]-1-methylbenzimidazole-5-carbonyl]anilino)propanoate

https://huagongshe.com/reaction/50303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant1-Methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide HydrochlorideHCID 18412701—
SolventDichloromethane ethanolHCID 21584144—
Productmethyl 3-(N-[2-[[4-(N-benzoylcarbamimidoyl)anilino]methyl]-1-methylbenzimidazole-5-carbonyl]anilino)propanoateHCID 14043559188%

Reaction Steps

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide hydrochloride and benzoyl chloride. Yield: 88% of theory, C34H32N6O4 (588.7); Rf value: 0.37 (silica gel; dichloromethane/ethanol=19:1); 1H-NMR spectrum (D6-DMSO): 2.61 (t,2H), 3.54 (s,3H), 3.76 (s,3H), 4.10 (t,2H), 4.61 (d,2H), 6.83 (d,2H), 7.05 to 7.55 (m,12H),8.03 (d,2H), 8.25 (dd,2H), 8.98 (s,1H), 10.48 (s,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710055B2
Source datasetuspto-grants-2004_03
ORD IDord-942e1c38554a4eba8c86797266265e49
Source noteuspto-grants-2004_03