Reacción #78628

ord-82816fe5f5c542a591c9b4e33d707084

Ecuación de reacción

CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)N)cc1)n2C)c1ccccc1.Cl
1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide hydrochloride
CCCCCCCCOC(=O)Cl
n-octyl chloroformate
→
CCCCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OCC)c4ccccc4)ccc3n2C)cc1
1-Methyl-2-[N-[4-(n-octyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide
Rendimiento 34.0%

Reactantes

CCOC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)N)cc1)n2C)c1ccccc1.Cl
1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide hydrochloride
CCCCCCCCOC(=O)Cl
n-octyl chloroformate
—
C37H46N6O5

Reactivos

Ninguno

Disolventes

CCO.ClCCl
dichloromethane ethanol

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-phenyl-N-(2-ethoxycarbonylethyl)amide hydrochloride and n-octyl chloroformate. Yield: 34% of theory, C37H46N6O5 (654.8); Rf value: 0.15 (silica gel; dichloromethane/ethanol=19:1); EKA mass spectrum: (M+H)+=655; (M+H+Na)++=339; (M+Na)+=677.

Fuente

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