Ethyl bromoacetate → ethyl[6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]acetate

Participants

Reaction Steps

To a suspension of 6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-1,2,3,4-tetrahydroisoquinoline trifluoroacetate (Example 10; 90 mg; 0.18 mmol) in DMF (3 ml) under nitrogen at room temperature was added caesium carbonate (177 mg; 0.54 mmol) followed by ethyl bromoacetate (0.026 ml; 0.23 mmol). After 35 min, the mixture was diluted with ethyl acetate and the precipitate removed. The solution was washed with water and the aqueous layer further extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo to give the title compound (75 mg).

Provenance & Evidence