Cesium carbonate → HCID 57552218, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-benzyl-3-methyl-2,5,7,8,9,10-hexahydro-4H-benzo[g]pyrazolo[4,3-c]quinolin-4-one (1-7) (8.0 g, 23 mmol, 1 equiv) and cesium carbonate (37 g, 110 mmol, 4.9 equiv) in DMF (100 mL) was added tert-butyl 3-bromo-2-fluoropropylcarbamate (1-9) (7.1 g, 27.7 mmol, 1.2 equiv) and the resulting mixture was stirred at 40° C. for 16 h. The reaction mixture was filtered and the filtrate concentrated and purified by silica gel chromatography (100% hexanes to 100% ethyl acetate over 1 h) to yield tert-butyl 3-(2-benzyl-3-methyl-4-oxo-2,4,7,8,9,10-hexahydro-5H-benzo[g]pyrazolo[4,3-c]quinolin-5-yl)-2-fluoropropylcarbamate (1-10) as a white solid. LRMS m/z (M+H) 519.2 found, 519.3 required.

Provenance & Evidence