[6-(4-Methylpiperazin-1-yl)pyridin-3-yl]boronic acid → HCID 67816248, compound

Participants

Reaction Steps

The title compound was prepared in the same manner as described for Example 2 using 5-bromo-1-methyl-3-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-1H-indole-7-carboxamide (480 mg, 1.05 mmol) and [6-(4-methyl-1-piperazinyl)-3-pyridinyl]boronic acid (320 mg, 1.45 mmol). Obtained 345 mg of the title compound (59% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.51 (s, 1H), 8.41-8.48 (m, J=2.53 Hz, 2H), 7.86 (dd, J=2.53, 8.84 Hz, 1H), 7.76 (d, J=1.77 Hz, 1H), 7.26 (d, J=1.52 Hz, 1H), 7.08 (s, 1H), 6.92 (d, J=8.84 Hz, 1H), 5.90 (s, 1H), 4.37 (d, J=4.80 Hz, 2H), 3.68 (s, 3H), 3.48-3.56 (m, 4H), 3.20 (quin, J=6.76 Hz, 1H), 2.52-2.58 (m, 2H), 2.44 (br. s., 4H), 2.25 (s, 3H), 2.13 (s, 3H), 1.57 (qt, J=7.36, 7.56 Hz, 2H), 1.30 (d, J=6.82 Hz, 6H), 0.93 (t, J=7.33 Hz, 3H). MS (ES) [M+H]+ 555.1.

Provenance & Evidence