2-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]propan-2-ol → 8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-1-(1-isopropyl-3-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Participants

Reaction Steps

The title compound was synthesized in a similar manner as described for Example 1.1 using 8-bromo-1-(1-isopropyl-3-methyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Intermediate G) and 2-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-yl]-propan-2-ol (Stage 215.1.1) to give the title compound as a white foam. (HPLC: tR 2.13 min (Method A); M+H=457 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.99 (s, 1H), 8.69-8.66 (m, 1H), 8.46-8.44 (m, 1H), 8.21 (s, 1H), 8.16-8.12 (m, 1H), 7.98-7.91 (m, 2H), 7.58-7.56 (m, 1H), 5.26 (s, 1H), 4.53 (hp, 1H), 3.59 (s, 3H), 1.97 (s, 3H), 1.49 (s, 6H), 1.44 (d, 6H))

Provenance & Evidence