5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2(3H)-one → 5-(4-(3-Methoxyphenylamino)-1-methyl-1h-pyrazolo[3,4-d]pyrimidin-6-yl)-1h-benzo[d]imidazol-2(3h)-one

Participants

Reaction Steps

6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 6 was reacted with 2-oxo-2,3-dihydro-1H-benzoimidazole-5-boronic acid pinacol ester using General Procedure A. Purification on silica yielded 115. NMR: (CDCl3): 3.84 (s, CH3), 4.01 (s, CH3), 6.72 (dd, H, ArH, J=2.1, 8.28), 7.04 (d, H, ArH, J=8.2), 7.35 (t, H, ArH, J=8), 7.47 (d, H, ArH, J=8), 7.72 (s, H, NH), 8.06 (s, H, NH), 8.18 (dd, H, ArH, J=1.4, 8.3), 8.25 (s, H, NH), 10.03 (s, H, ArH), 10.81 (s, H, ArH), 10.86 (s, H, ArH). MS: (ESI+) MH+=388.21

Provenance & Evidence