Trimethyl orthoformate → HCID 69000277, compound

Participants

Reaction Steps

To a stirred suspension of (4-amino-phenyl)-(3′-chloro-2-fluoro-6-methoxy-biphenyl-3-yl)-methanone hydrochloride synthesized above (0.4 g, 1.02 mmol) and sodium azide (0.2 g, 3.06 mmol) in glacial acetic acid (10 mL) was added trimethylorthoformate (0.32 g, 3.06 mmol). The reaction was stirred at room temperature for 3 h, diluted with cold water (60 mL), than basified with ammonium hydroxide solution (28%). Extracted with dichloromethane (2×40 mL), the combined dichloromethane solution was washed with brine (40 ml), dried with Na2SO4, filtered, and concentrated to afford 0.38 g (90%) of (3′-chloro-2-fluoro-6-methoxy-biphenyl-3-yl)-(4-tetrazol-1-yl-phenyl)-methanone as light yellow solid.

Provenance & Evidence