5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,3-benzodioxole → 6-(Benzo[d][1,3]dioxol-5-yl)-n-(3-methoxyphenyl)-1-methyl-1h-pyrazolo[3,4-d]pyrimidin-4-amine

Participants

Reaction Steps

6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 6 was reacted with 3,4-methylenedioxyphenylboronic acid pinacol ester using General Procedure A. Purification on silica yielded 119. NMR: (CDCl3): 3.88 (s, 3H, CH3), 4.10 (s, 3H, CH3), 6.07 (s, 2H, CH2), 6.86 (dd, H, ArH, J=1.81, 8.3), 6.93 (d, H, ArH, J=8.2), 7.13 (m, 2H, 2×ArH), 7.33 (s, H, NH), 7.38 (t, H, ArH, J=8.11), 7.47 (s, H, ArH), 8.06 (d, H, ArH, J=1.54), 8.17 (dd, H, ArH, J=1.63, 8.21). MS: (ESI+) MH+=376.18

Provenance & Evidence