Potassium Carbonate → HCID 68751294, compound

Participants

Reaction Conditions

Reaction Steps

To a flask was added 2-chloro-N-cyclopropylfuro[3,2-d]pyrimidin-4-amine (0.45 g, 2.14 mmol, Example #3, Step C), 6-amino-3,3-dimethylindolin-2-one (0.378 g, 2.14 mmol, Astatech), K2CO3 (0.89 g, 6.44 mmol) and t-AmOH (5 mL). To the mixture was added Pd2dba3 (0.118 g, 0.129 mmol) and X-Phos (0.123 g, 0.258 mmol). The mixture was heated to about 100° C. and stirred for about 15 h. The mixture was filtered and the filtrate was directly purified by column chromatography eluting with 0 to 70% of 10% MeOH/DCM (containing 2M 1.5% NH3 in EtOH) and DCM (25 g silica gel)). The material was then dried in a vacuum oven at about 65° C. for about 48 h. The solid was then suspended in Et2O (5 mL), sonicated for 2 min and filtered. The solid was dried in a vacuum oven at about 80° C. for about 16 h to give 6-(4-(cyclopropylamino)furo[3,2-d]pyrimidin-2-ylamino)-3,3-dimethylindolin-2-one (0.195 g, 26%): LC/MS (Table 2, Method c) Rt=1.81 min.; MS m/z: 350 (M+H)+. Syk IC50=A

Provenance & Evidence