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

Participants

Role	Name	HCID	Charge
Reactant	Carbonochloridic acid, 2-(methylsulfonyl)ethyl ester	HCID 104458	—
Reactant	Ethyl 3-(2-(((4-carbamimidoylphenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo(d)imidazole-5-carboxamido)propanoate hydrochloride	HCID 18412337	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	ethyl 3-[[1-methyl-2-[[4-[N-(2-methylsulfonylethoxycarbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate	HCID 140409602	65%

Reaction Steps

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide-hydrochloride and 2-(methylsulphonyl)-ethyl chloroformate. Yield: 65% of theory, C31H35N7O7S (649.7) Rf value: 0.54 (silica gel; dichloromethane/methanol=9:1) ##EQU74##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06087380
Source dataset	uspto-grants-2000_07
ORD ID	ord-460572264bf142d58a3e17f6393b370a
Source note	uspto-grants-2000_07