تفاعل #78590

ord-98eaad44fa354d86a3cee81127fd83c7

معادلة التفاعل

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
CCCCCCOC(=O)Cl
n-hexyl chloroformate
→
CCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OC)c4ccccn4)ccc3n2C)cc1
1-Methyl-2-[N-[4-(N-n-hexyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide
المردود 51.0%

المتفاعلات

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
CCCCCCOC(=O)Cl
n-hexyl chloroformate
—
C33H39N7O5

الكواشف

لا شيء

المذيبات

CO.ClCCl
dichloromethane methanol

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

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-hexyl chloroformate. Yield: 51% of theory, C33H39N7O5 (613.7); Rf value: 0.56 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=614; (M+H+Na)++=318.7; (M+2H)++=307.6.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06710055B2uspto-grants-2004_03