Carbonochloridic acid, 2-(methylsulfonyl)ethyl ester → ethyl 3-(N-[1-methyl-2-[[4-[N-(2-methylsulfonylethoxycarbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]anilino)propanoate

Participants

Role	Name	HCID	Charge
Reactant	Carbonochloridic acid, 2-(methylsulfonyl)ethyl ester	HCID 104458	—
Reactant	1-Methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylicacid-N-phenyl-N-(2-ethoxycarbonylethyl)-amide-hydrochloride	HCID 18412553	—
Solvent	Dichloromethane ethanol	HCID 21584144	—
Product	ethyl 3-(N-[1-methyl-2-[[4-[N-(2-methylsulfonylethoxycarbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]anilino)propanoate	HCID 140435587	66%

Reaction Steps

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)-amide-hydrochloride and 2-(methylsulphonyl)-ethyl chloroformate. Yield: 66% of theory, C32H36N6O7S (648.8) Rf value: 0.44 (silica gel; dichloromethane/ethanol=19:1) ##EQU65##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06087380
Source dataset	uspto-grants-2000_07
ORD ID	ord-51fec34bdc524c62ac5b4fe6c9e6e921
Source note	uspto-grants-2000_07