Reacción #78588

ord-a542682735564f659640337a27eed1c8

Ecuación de reacción

CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)N)cc1)n2C)c1ccccn1.Cl
1-methyl-2-[N-(4-amidinophenyl) aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide hydrochloride
CS(=O)(=O)CCOC(=O)Cl
2-(methylsulfonyl)ethyl chloroformate
→
CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)NC(=O)OCCS(C)(=O)=O)cc1)n2C)c1ccccn1
1-Methyl-2-[N-[4-[N-(2-methylsulfonylethyloxycarbonyl) amidino]phenyl]aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide
Rendimiento 65.0%

Reactantes

CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)N)cc1)n2C)c1ccccn1.Cl
1-methyl-2-[N-(4-amidinophenyl) aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide hydrochloride
CS(=O)(=O)CCOC(=O)Cl
2-(methylsulfonyl)ethyl chloroformate
—
C31H35N7O7S

Reactivos

Ninguno

Disolventes

CO.ClCCl
dichloromethane methanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

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-(methylsulfonyl)ethyl chloroformate. Yield: 65% of theory, C31H35N7O7S (649.7); Rf value: 0.54 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=650; (M+H+Na)++=336.6; (M+Na)+=672; (M+2Na)++=347.6.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06710055B2uspto-grants-2004_03