Sodium Chlorite → HCID 178440927, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of N-(3-tert-butylphenyl)-7-{[2-(4-formyl-1H-imidazol-2-yl)pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalene-2-carboxamide (570 mg, 1.2 mmol) in 2-methyl-2-butene (3 mL), acetonitrile (6 mL) and tert-butyl alcohol (6 mL) was cooled to 0° C. To this cold reaction mixture was added a solution of sodium chlorite (646 mg, 5.71 mmol) and sodium dihydrogenphosphate (680 mg, 5.6 mmol) in water (3 mL). The yellow solution was allowed to stir at 0° C. overnight. The reaction was quenched by the addition of brine (3 mL) and extracted with EtOAc (15 mL×3). The combined organic solutions were washed with brine and dried over Na2SO4, filtered and concentrated to give 2-{4-[(7-{[(3-tert-butylphenyl)amino]carbonyl}-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]pyridin-2-yl}-1H-imidazole-4carboxylic acid (I-155), which was used without further purification. LCMS: (FA) ES+ 511.2.

Provenance & Evidence