2-Chloropyrimidine → 1-(3,4-Methylenedioxvphenyl)-2-(pyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-beta-carboline

1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (2.3 g, 8.0 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) and 2-chloropyrimidine (0.914 g, 8.0 mmol) were stirred in anhydrous DMF (15 mL) at 140° C. for 24 h. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with saturated aqueous NH4Cl solution (100 mL). The aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (2×80 mL) and dried with MgSO4. The solvents were evaporated and the product was isolated by column chromatography (silica gel, EtOAc:Hexane=1:9) as a yellowish solid.

1. washwashed with saturated aqueous NH4Cl solution (100 mL)
2. extractionThe aqueous layer was extracted with ethyl acetate (2×50 mL)
3. washThe combined organic layers were washed with brine (2×80 mL)
4. dry with materialdried with MgSO4
5. customThe solvents were evaporated
6. customthe product was isolated by column chromatography (silica gel, EtOAc:Hexane=1:9) as a yellowish solid

ORD-Eintrag

ord-c4a98c7fb7f74426a404c5aa7914603c

Quelldatensatz

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06818646B2