Cesium carbonate → HCID 131734944, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of crude (+/−)-tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate (78 mg, 0.236 mmol), 2-methyloctahydro-1H-pyrazino[1,2-a]pyrazin-1-one (40 mg, 0.236 mmol), Pd2dba3 (21.65 mg, 0.024 mmol), BINAP (44.2 mg, 0.071 mmol) and Cs2CO3 (231 mg, 0.709 mmol) in Dioxane (2.5 mL) was evacuated and filled with nitrogen 3 times and heated at 105° C. for 8 h. LC-MS showed completion of reaction. The reaction mixture was filtered through a plug of Celite and the filtrate was concentrated. Purification via flash chromatography (0-5% MeOH in DCM, 12 g) gave (+/−)-tert-butyl (2-chloro-5-cyano-3-(8-methyl-9-oxohexahydro-1H-pyrazino[1,2-a]pyrazin-2(6H)-yl)phenyl)carbamate (60 mg) as a yellow oil.

Provenance & Evidence