Реакция #78593

ord-7a454d35b7454b468776b2e2731d4e1c

Уравнение реакции

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
CCCCCCCCCOC(=O)Cl
n-nonyl chloroformate
→
CCCCCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OC)c4ccccn4)ccc3n2C)cc1
1-Methyl-2-[N-[4-(N-n-nonyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide
Выход 60.0%

Реактанты

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
CCCCCCCCCOC(=O)Cl
n-nonyl chloroformate
—
C36H45N7O5

Реагенты

Нет

Растворители

CO.ClCCl
dichloromethane methanol

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

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-nonyl chloroformate. Yield: 60% of theory, C36H45N7O5 (655.8); Rf value: 0.48 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=656; (M+H+Na)++=339.8; (M+Na)+=678.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06710055B2uspto-grants-2004_03