Réaction #78576

ord-956d97a91c3947c9a2927c0e769c4305

Équation de réaction

COC(=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-methoxycarbonylethyl)amide hydrochloride
O=C(Cl)OC1CCCCC1
cyclohexyl chloroformate
→
COC(=O)CCN(C(=O)c1ccc2c(c1)nc(CNc1ccc(C(=N)NC(=O)OC3CCCCC3)cc1)n2C)c1ccccc1
1-Methyl-2-[N-[4-(N-cyclohexyloxycarbonylamidino)phenyl]aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide
Rendement 25.0%

Réactifs

COC(=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-methoxycarbonylethyl)amide hydrochloride
O=C(Cl)OC1CCCCC1
cyclohexyl chloroformate
—
C34H38N6O5

Réactifs

Aucun

Solvants

CCO.ClCCl
dichloromethane ethanol

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide hydrochloride and cyclohexyl chloroformate. Yield: 25% of theory, C34H38N6O5 (610.7); Rf value: 0.44 (silica gel; dichloromethane/ethanol=19:1); EKA mass spectrum: (M+H)+=611; (M+2H)++=306.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06710055B2uspto-grants-2004_03