Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 178484102, compound

Participants

Reaction Steps

Following general procedure II, trans-N1-[6-chloro-3-(methylsulfonyl)-1,5-naphthyridin-4-yl]-N4,N4-dimethylcyclohexane-1,4-diamine (40 mg, 0.10 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (43 mg, 0.15 mmol) followed by formation of the dihydrochloride salt to afford the desired product (45 mg, 75%) as a light yellow solid: 1H NMR (500 MHz, CD3OD) δ 8.93 (s, 1H), 8.51 (d, J=8.9 Hz, 1H), 8.37 (d, J=8.9 Hz, 1H), 8.12 (s, 2H), 5.65-5.55 (m, 1H), 3.50-3.41 (m, 1H), 3.39 (s, 3H), 2.91 (s, 6H), 2.67-2.57 (m, 2H), 2.33-2.27 (m, 2H), 1.87-1.73 (m, 4H). ESI MS m/z 509 [M+H]+; HPLC 98.0% (AUC), tR=9.95 min.

Provenance & Evidence