Ethyl Acetate → HCID 178486509, compound

Participants

Reaction Steps

A solution of 6-chloro-9H-purin-2-amine (0.25 M in dimethylsulfoxide) (800+2400 DMSO or 3200 μl) was added to 1-(2-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline followed by N,N-diisopropylethylamine (175 μl). The mixture was shaken at XX ° C. until complete then evaporated to dryness. The residue obtained was shaken at 50° C. with ethyl acetate (3 ml) and water (2 ml), for 30 minutes. The ethyl acetate layer was separated and the aqueous layer re-extracted with ethyl acetate (3 ml). The combined ethyl acetate fractions were evaporated to dryness and the residue obtained dissolved in dimethylsulfoxide (1.5 ml). 6-(1-(2-chlorophenyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-9H-purin-2-amine was purified from the dimethylsulfoxide solution by reverse phase chromatography on a preparative LC/UV/MS system using a mass triggered fractionation. Compounds were eluted from the HPLC column (Maccel 120-10-C18 SH 10 μm 20 mmID×50 mm) at 88 ml/min with 5-95 acetonitrile/water gradient using 0.1% TFA as modifier: LCMS m/e 437 (M+1).

Provenance & Evidence