Ethyl bromoacetate → (6-Methoxy-[1,5]naphthyridin-4-yloxy)-acetic acid

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Reaction Conditions

Reaction Steps

K2CO3 (785 mg, 1 eq.) was added to a suspension of 6-methoxy-[1,5]naphthyridin-4-ol (1 g, 5.7 mmol, WO 02/08224) in DMSO (7 mL). The mixture was vigorously stirred for 2.5 h after which ethyl bromoacetate was added dropwise. The resulting mixture was heated at 50° C. for 4 h. 2N NaOH (5 mL) was then added at 50° C. and stirring was continued at rt overnight. The mixture was quenched with water. AcOH was added and the mixture was extracted with DCM/MeOH 9:1. The org. layer was washed with water, dried over MgSO4 and concentrated to afford the title intermediate as a pale yellow solid (693 mg, 52% yield).

Provenance & Evidence