Sodium Carbonate → HCID 135856837, compound

Participants

Reaction Conditions

Reaction Steps

A microwave tube was charged with 4-[(3,6-Dibromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide (0.17 g, 0.379 mmol), 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (0.175 g, 0.79 mmol), Na2CO3 (0.10 g, 0.95 mmol), Pd(OAc)2 (7 mg, 0.028 mmol), and (Oxidi-2,1-phenylene)bis(diphenylphosphine) (20 mg, 0.0379 mmol), suspended in a mixture of DMF (3 mL) and water (1 ml). The tube was sealed under a nitrogen atmosphere then heated to 130° C. for 20 min. The reaction was filtered, diluted with AcOEt and washed with water. The organic layer was dried with MgSO4 anh. filtered and evaporated. The crude mixture was purified by prep. HPLC under acid conditions using a gradient of 0.1% formic acid in H2O/0.1% formic acid in Acetonitrile (95/5:5 min, 9/1:13 min, 0/1:4 min) to give 4-{[3,6-Bis-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-8-ylamino]-methyl}-benzenesulfonamide as a brown solid (21 mg,). LC-MS m/z 488 [M+H]+.

Provenance & Evidence