Reacción #78586

ord-a50a7b40b4f6454787130616d26b1c28

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
COC(=O)Cl
methyl chloroformate
→
CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)NC(=O)OC)cc1)n2C)c1ccccn1
1-Methyl-2-[N-[4-(N-methoxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide
Rendimiento 48.0%

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
COC(=O)Cl
methyl chloroformate
—
C29H31N7O5

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 methyl chloroformate. Yield: 48% of theory, C29H31N7O5 (557.6); Rf value: 0.62 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=558; (M+H+Na)++=290.7; (M+Na)+=580.

Fuente

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