Methyl chloroformate → Ethyl 3-(2-(((4-(N-(methoxycarbonyl)carbamimidoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-YL)-1H-benzo[D]imidazole-5-carboxamido)propanoate

Participants

Role	Name	HCID	Charge
Reactant	Methyl chloroformate	HCID 6586	—
Reactant	Ethyl 3-(2-(((4-carbamimidoylphenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo(d)imidazole-5-carboxamido)propanoate hydrochloride	HCID 18412337	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	Ethyl 3-(2-(((4-(N-(methoxycarbonyl)carbamimidoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-YL)-1H-benzo[D]imidazole-5-carboxamido)propanoate	HCID 140409613	48%

Reaction Steps

Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide-hydrochloride and methyl chloroformate. Yield: 48% of theory, C29H31N7O5 (557.6) Rf value: 0.62 (silica gel; dichloromethane/methanol=9:1) ##EQU72##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06087380
Source dataset	uspto-grants-2000_07
ORD ID	ord-184adae09a8445bf9793d7a6647ef445
Source note	uspto-grants-2000_07