تفاعل #78591

ord-4e30668ac83b48e79a5abd1a9b4b578a

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
CCCCCCCOC(=O)Cl
n-heptyl chloroformate
→
CCCCCCCOC(=O)NC(=N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OC)c4ccccn4)ccc3n2C)cc1
1-Methyl-2-[N-[4-(N-n-heptyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide
المردود 21.0%

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
CCCCCCCOC(=O)Cl
n-heptyl chloroformate
—
C34H41N7O5

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-heptyl chloroformate. Yield: 21% of theory, C34H41N7O5 (627.8); Rf value: 0.60 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=628; (M+H+Na)++=325.7; (M+2H)++=314.7.

المصدر

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