Reacción #78585

ord-088fb6b1111a49b88947c088c5ebd0f9

Ecuación de reacción

COC(=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-methoxycarbonylethyl)amide hydrochloride
CCCCCCCCOC(=O)Cl
n-octyl chloroformate
→
CCCCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OC)c4ccccn4)ccc3n2C)cc1
1-Methyl-2-[N-[4-(N-n-octyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide
Rendimiento 57.0%

Reactantes

COC(=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-methoxycarbonylethyl)amide hydrochloride
CCCCCCCCOC(=O)Cl
n-octyl chloroformate
—
C35H43N7O5

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-methoxycarbonylethyl)amide hydrochloride and n-octyl chloroformate. Yield: 57% of theory, C35H43N7O5 (641.8); Rf value: 0.60 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=642; (M+H+Na)++=332.8; (M+Na)+=664.

Fuente

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