Ethyl orthoformate → HCID 178482106, compound

Participants

Reaction Steps

5-(4-Aminophenyl)-2-(4-tert-butylphenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (0.5 g) obtained in Example 77 was refluxed in triethyl orthoformate overnight and concentrated. Thereto were added ethanol and tetrahydrof uran, and sodium borohydride (0.4 g) was added. The mixture was refluxed under heating for 2 hr. After refluxing, water was added and the mixture was extracted with ethyl acetate. The ethyl acetate phase was washed with saturated brine and dried. After drying, the residue was concentrated to give 2-(4-tert-butylphenyl)-5-(4-methylaminophenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (0.5 g). This was converted to hydrochloride to give 2-(4-tert-butylphenyl)-5-(4-methylaminophenyl)-N-(2-thiazolyl) imidazole-4-carboxamide hydrochloride (0.24 g), melting point 257-259° C. (decomposition).

Provenance & Evidence