Hydrochloric Acid → HCID 178450279, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 1-{4-[trans-4-Aminocyclohexylamino]-6-(3,5-dichloro-4-hydroxyphenyl)quinolin-3-yl}-2-methylpropan-1-one (3.0 g, 6.4 mmol) in THF (50 mL) was added 3 M HCl (30 mL) and the reaction mixture was heated at 60° C. for 2 h. The reaction mixture was cooled and the precipitate was filtered to afford the desired product (4.7 g, 92%) as an off-white solid: 1H NMR (500 MHz, CD3OD) δ 9.18 (bs, 1H), 8.49 (bs, 1H), 8.27 (d, J=8.8 Hz, 1H), 7.02 (d, J=8.8 Hz, 1H), 7.75 (bs, 2H), 4.54 (bs, 1H), 3.80-3.69 (m, 1H), 2.52 (bs, 2H), 2.29-2.22 (m, 2H), 1.94-1.81 (m, 2H), 1.75-1.62 (m, 2H), 1.24 (d, J=6.8 Hz, 6H); ESI MS m/z 472 [C25H27C12N3O2+H]+.

Provenance & Evidence