1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline → 1-Benzo[1,3]dioxol-5-yl-2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carboline

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (3.73 g, 12.8 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) and 2-chloro-5-(3,4-dimethoxyphenyl)pyrimidine (1.6 g, 6.4 mmol) in DMF (50 mL, anhydrous) was heated at 120° C. under stirring for 16 h. The reaction mixture was quenched with NH4Cl and extracted with ethyl acetate. The organic phase was washed with brine (2×) and dried with MgSO4. Column chromatography (silica gel, ethyl acetate:hexanes=2:3) yielded a white solid.

Provenance & Evidence