2-(6-(tert-Butyl)-8-fluoro-1-oxophthalazin-2(1H)-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate → 4-[3-(6-tert-Butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-hydroxymethylphenyl]-1-methyl-1H-imidazole-2-carboxylic acid amide

Participants

Reaction Steps

This compound was prepared with the same method as described in Example 1 by using 4-bromo-1-methyl-1H-imidazole-2-carboxylic acid amide (intermediate-1) and acetic acid 2-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl ester (intermediate 5). The desired compound was prepared in two steps (12% yield). 1H NMR (300 MHz, DMSO-d6) δ 8.50 (d, J=2.7 Hz, 1H), 7.87-7.71 (m, 5H), 7.50-7.44 (m, 2H), 7.30 (dd, J=1.2, 7.8 Hz, 1H), 4.38-4.33 (m, 2H), 4.00 (s, 3H), 1.39 (s, 9H). LC-MS calcd for C24H24FN5O3 (m/e) 449.19, obsd 450 [M+1]+.

Provenance & Evidence