Sodium Carbonate → HCID 131732640, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-((1-(4-chloro-1,3,5-triazin-2-yl)piperidin-4-yl)methyl)-3-(cyclopropylmethoxy)-5-methoxybenzamide (Example 31, step v, 150 mg, 0.35 mmol) in CH3CN H2O (4 ml, 3/1) were added 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (Example 9, 140 mg, 0.35 mmol), Na2CO3 (73 mg, 0.70 mmol) and Pd(PPh3)2Cl2 (12 mg, 0.018 mmol) under a nitrogen atmosphere. The reaction mixture was stirred at 150° C. for 10 minutes in a microwave reactor. After cooling to room temperature the mixture was filtered, the filtrate dried over Na2SO4 and the solvents were removed under reduced pressure. The residue was purified by using prep HPLC to give 3-(cyclopropylmethoxy)-5-methoxy-N-((1-(4-(3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)phenyl)-1,3,5-triazin-2-yl)piperidin-4-yl)methyl)benzamide (35 mg) as a solid.

Provenance & Evidence