Nicotinoyl chloride → methyl 3-[[1-methyl-2-[[4-[N-(pyridine-3-carbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate

Participants

Role	Name	HCID	Charge
Reactant	Nicotinoyl chloride	HCID 82604	—
Reactant	1-Methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide Hydrochloride	HCID 18412516	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	methyl 3-[[1-methyl-2-[[4-[N-(pyridine-3-carbonyl)carbamimidoyl]anilino]methyl]benzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate	HCID 140409616	40%

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-methoxycarbonylethyl)-amide-hydrochloride and nicotinic acid chloride. Yield: 40% of theory, C32H30N8O4 (590.7) Rf value: 0.47 (silica gel; dichloromethane/methanol=9:1) ##EQU81##

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06087380
Source dataset	uspto-grants-2000_07
ORD ID	ord-17cfc2ec93fe4c1097361df422b227e2
Source note	uspto-grants-2000_07