3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → US8865911, 46b Isomer 2

Participants

Reaction Steps

6′-Bromo-5-methyl-5″,6″-dihydro-4″H-dispiro[imidazole-2,4′-chromene-2′,3″-pyran]-4-amine (Example 45 Isomer 2, 77 mg, 0.21 mmol), and 3-chloro-4-fluorophenylboronic acid (47.9 mg, 0.27 mmol) was reacted using the conditions described for Example 46a Isomer 1, to give Isomer 2 of the title compound, (24 mg, 27% yield) with undetermined configuration: 1H NMR (500 MHz, DMSO-d6) δ ppm 1.41-1.54 (m, 1 H), 1.78-1.92 (m, 3 H), 1.99-2.13 (m, 2 H), 2.25 (s, 3 H), 3.40-3.47 (m, 1 H), 3.54 (d, 1 H), 3.68-3.74 (m, 1 H), 3.94 (d, 1 H), 6.53 (br. s, 2 H), 6.58 (d, 1 H), 6.94 (d, 1 H), 7.39-7.46 (m, 3 H), 7.58-7.63 (m, 1 H); MS (ES+) m/z 414 [M+H]+.

Provenance & Evidence