Triphenylphosphine → HCID 178424023, compound

Participants

Reaction Steps

2-(4-Hydroxyphenyl)-5-(4-methylphenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (0.38 g) obtained in Example 23, 4-chlorobenzyl alcohol (0.14 g) and triphenylphosphine (0.26 g) were dissolved in tetrahydrofuran (25 ml) and diethyl azodicarboxylate (0.16 ml) was added. The mixture was stirred for 40 hr. Water was added and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine and dried. The solvent was evaporated and the obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=7:3). The obtained residue was converted to hydrochloride to give 2-(4-(4-chlorophenylmethyloxy)-phenyl)-5-(4-methylphenyl)-N-(2-thiazolyl)imidazole-4-carboxamide hydrochloride (61 mg), melting point 203-205° C. (decomposition).

Provenance & Evidence