Dimethyl({[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amine hydrochloride → HCID 67814514, compound

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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 (300 mg, 0.65 mmol) and 4-(N,N-dimethylaminomethyl)phenylboronic acid pinacol ester hydrochloride (250 mg, 0.84 mmol). Obtained 159 mg of the title compound (47% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.51 (s, 1H), 8.48 (t, J=4.80 Hz, 1H), 7.83 (d, J=1.77 Hz, 1H), 7.67 (s, 1H), 7.65 (s, 1H), 7.39 (s, 1H), 7.37 (s, 1H), 7.33 (d, J=1.52 Hz, 1H), 7.10 (s, 1H), 5.90 (s, 1H), 4.38 (d, J=4.80 Hz, 2H), 3.70 (s, 3H), 3.34 (br. s., 2H), 3.22 (dt, J=6.82, 13.64 Hz, 1H), 2.52-2.59 (m, 2H), 2.25 (s, 6H), 2.13 (s, 3H), 1.52-1.63 (m, 2H), 1.31 (d, J=6.82 Hz, 6H), 0.94 (t, J=7.33 Hz, 3H). MS (ES) [M+H]+ 513.3.

Provenance & Evidence