Sodium Acetate → 6-({2,6-Dichloro-4-[N-ethoxyethanimidoyl]phenyl}amino)pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

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Reaction Conditions

Reaction Steps

To a solution of 6-[(4-acetyl-2,6-dichlorophenyl)amino]pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (Examples 144 and 145, Step 3) (20 mg, 0.50 mmol) in MeOH (1 mL) was added N-hydroxyethanamine HCl (24 mg, 0.25 Minot) and sodium acetate (21 mg, 0.25 mmol). The solution was heated to 85° C. for 1 hr then cooled to room temperature and extracted with 3:1 CHCl3/iPrOH and water. The organic layers were dried with MgSO4, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography (100% CH2Cl2 to 70% CH2Cl2 30% MeOH) provided the product as a mixture of rotamers and E/Z isomers.

Provenance & Evidence