Sodium Carbonate → {6-Methoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-1,3,4,9-tetrahydro-beta-carbolin-2-yl}-phenyl-acetic acid ethyl ester

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Reaction Steps

A mixture of 90 mg (0.24 mmol) 6-methoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-2,3,4,9-tetrahydro-1H-β-carboline, 59 mg (0.24 mmol) ethyl bromophenylacetate and 28.8 mg (0.27 mmol) Na2CO3 in 4 mL methanol was heated to reflux for 16 h. After filtration DMF was added and the mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. The combined product fractions were evaporated to dryness to yield 21 mg (16%) {6-methoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-1,3,4,9-tetrahydro-β-carbolin-2-yl}-phenyl-acetic acid ethyl ester (diastereoisomer 1)

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