Hydrochloric Acid → HCID 60198423, compound

Participants

Reaction Steps

To a solution of methyl 6-chloro-2″-hydroxy-3″-methoxy-4-(2-phenylacetamido)-[1,1′:4′,1″-terphenyl]-3-carboxylate (Intermediate 58) (340 mg, 0.677 mmol) in tetrahydrofuran (100 mL) at 60° C. was added dropwise KHMDS 0.5M/THF (5.42 mL, 2.71 mmol). The reaction mixture was stirred for 2 h after the end of addition. After cooling, the reaction mixture was acidified with 1N HCl and extracted with dichloromethane. The organic layer was washed with brine then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was taken up in acetonitrile, filtered and was washed with acetonitrile and diisopropylether to give the title compound 7-chloro-4-hydroxy-6-[2′-hydroxy-3′-(methyloxy)-4-biphenylyl]-3-phenyl-2(1H)-quinolinone (175 mg, 0.372 mmol, 55% yield) as a light brown powder. LCMS: (M+H)+=470; Rt=2.99 min. HRMS: calculated for C28H19ClNO4 (M−H)+: 468.1003. found: 468.0962.

Provenance & Evidence