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

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-carboxylic acid-N-(2-pyridyl)-N-ethoxycarbonylmethylamide hydrochloride	HCID 18412300	—
Solvent	Dichloromethane ethanol	HCID 21584144	—
Product	ethyl 2-[[1-methyl-2-[[4-[N-(2-methylsulfonylethoxycarbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]acetate	HCID 140409597	72%

Reaction Steps

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-ethoxycarbonylmethyl-amide-hydrochloride and 2-(methylsulphonyl)-ethyl chloroformate. Yield: 72% of theory, C30H33N7O7S (635.7) Rf value: 0.23 (silica gel; dichloromethane/ethanol=19:1) ##EQU84##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06087380
Source dataset	uspto-grants-2000_07
ORD ID	ord-3b8918d8c0a64869a2ad4e9e2fd1d143
Source note	uspto-grants-2000_07