Carbonic Acid → 1-[5-(4-Isoquinolin-6-yl-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-one

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Reaction Conditions

Reaction Steps

1.4 1-[5-(4-Bromo-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-one (100 mg; 0.285 mmol) and isoquinolin-6-ylboronic acid (55.2 mg; 0.31 mmol) are dissolved in 1,4-dioxane dried (max. 0.005% H2O), SeccoSolv® (5.0 ml; 0.058 mol) and the mixture is purged with nitrogen for 5 minutes. Sodium carbonate anhydrous (90.6 mg , 0.86 mmol) and bis(triscyclohexyl-phosphine)-palladium(II) dichloride, 99% (6.4 mg, 8.7 μM) are added and the reaction mixture is heated to 150° C. for 90 min under microwave. The mixture is extracted with ethyl acetate/water. The organic layer is dried over MgSO4, filtered off and evaporated in vacuo. The product is purified on prep. HPLC to afford 56 mg (49%) 1-[5-(4-isoquinolin-6-yl-benzoyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propan-1-one (“A1”) as a white solid;

Provenance & Evidence