N,N-Dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride → HCID 67814748, 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 3-(N,N-dimethylaminomethyl)phenylboronic acid pinacol ester hydrochloride (250 mg, 0.84 mmol). Obtained 210 mg of the title compound (63% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.50 (s, 1H), 8.49 (t, J=4.80 Hz, 1H), 7.82 (d, J=1.77 Hz, 1H), 7.56-7.64 (m, 2H), 7.41 (t, J=7.58 Hz, 1H), 7.31 (d, J=1.52 Hz, 1H), 7.25 (d, J=7.58 Hz, 1H), 7.11 (s, 1H), 5.91 (s, 1H), 4.38 (d, J=5.05 Hz, 2H), 3.70 (s, 3H), 3.33 (s, 2H), 3.22 (quin, J=6.76 Hz, 1H), 2.52-2.59 (m, J=6.82, 8.59 Hz, 2H), 2.26 (br. s., 6H), 2.13 (s, 3H), 1.58 (sxt, J=7.53 Hz, 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