Cesium carbonate → HCID 86686020, compound

Participants

Reaction Steps

A mixture of 3-(6-chloro-pyrazin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (892.5 mg, 3.0 mmol), 5-chloro-3,3-dimethyl-2,3-dihydro-isoindol-1-one (intermediate A-12, 586.5 mg, 3.0 mmol), CuI (171.4 mg, 0.9 mmol), (1S,2S) -cyclohexane-1,2-diamine (205.2 mg, 1.8 mmol) and Cs2CO3 (1.956 g, 6.0 mmol) were dissolved in dioxane (15 mL). The reaction mixture was subjected to microwave reaction at 150° C. for 2.5 hours before it was poured into H2O (50 mL) and extracted with EtOAc (50 mL×2). The combined organic layers were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by flash chromatography to afford the title compound (450 mg, 33%) as a white solid. MS: 457.2 (M+H+).

Provenance & Evidence