Process for preparing alkyl esters of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1h-benzo[d]imidazol-2-yl)butyric acid
AssigneeJohnson Matthey PLC
InventorsXing Fu, Saroop Singh Matharu
Life of this patent
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Abstract
An alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid, such as ethyl 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, is obtained by reacting an alkyl ester of 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid with 2-hydroxyacetaldehyde under reducing conditions.
Claims27
A method of producing an alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid, comprising a step of reacting an alkyl ester of 4-(5-amino-l-methyl-1H-benzo[d]imidazol-2-yl)butyric acid with 2-hydroxyacetaldehyde.
A method of producing an alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1/-1-benzo[d]imidazol-2-yl)butyric acid, comprising a step of reacting an alkyl ester of 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid with glycolaldehyde dimer under acidic reducing conditions.
A method of producing an alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid, comprising a step of reacting an alkyl ester of 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid with glycolaldehyde dimer in a reaction medium comprised of organic solvent, a glycolaldehyde dimer dissociation catalyst and a reducing agent.
An alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid, substantially free of by-products containing oligooxyethylene groups.
An alkyl ester of 4-(5-(bis(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butyric acid, having a purity of at least 93% as measured by HPLC area % analysis.
Dependencies are inferred from the claim text.