反应详情

温度

150 °C

A mixture of trimethyl-(6-methylpyrazin-2-yl)stannane (0.387 mmol; 99.3 mg), 6-chloro-1-[6-[4-(oxetan-3-yl)-1,4-diazepan-1-yl]-2-pyridyl]pyrazolo[4,3-c]pyridine (0.258 mmol; 99.2 mg), and Palladium(0)tetrakis(triphenylphosphine) (0.0258 mmol; 29.8 mg) in N,N-Dimethylacetamide (3 ml) was purged with argon. The reaction mixture was sealed in a Biotage pressure vial and heated at 150° C. under microwave for 45 min. The mixture filtered through Celite. The filtrate was concentrated and the residue was purified on silica eluted with 0 to 10% MeOH in DCM. The material was further purified by reverse phase HPLC to afford 240 as an off-white solid (23.3 mg, 20%). 1H NMR (400 MHz, DMSO) δ 9.66-9.61 (s, 1H), 9.47-9.44 (s, 1H), 9.33-9.30 (s, 1H), 9.06-9.03 (s, OH), 8.67-8.60 (m, 2H), 8.52-8.50 (s, 1H), 7.76-7.68 (td, J=8.1, 3.4 Hz, 2H), 7.25-7.20 (d, J=7.7 Hz, 1H), 7.17-7.13 (d, J=7.7 Hz, 1H), 6.66-6.59 (dd, J=8.3, 6.0 Hz, 2H), 4.55-4.46 (m, 3H), 4.41-4.33 (dt, J=15.0, 6.0 Hz, 3H), 3.98-3.86 (d, J=5.5 Hz, 4H), 3.81-3.73 (m, 2H), 3.67-3.60 (dt, J=11.7, 5.8 Hz, 2H), 2.67-2.63 (s, 2H), 2.62-2.59 (s, 3H), 2.41-2.36 (dd, J=11.3, 6.0 Hz, 3H), 2.05-1.93 (dt, J=18.5, 6.1 Hz, 3H); MS (ESI) m/z: 443.2 [M+H]+

1. customwas purged with argon
2. customThe reaction mixture was sealed in a Biotage pressure vial
3. filtrationThe mixture filtered through Celite
4. concentrationThe filtrate was concentrated
5. customthe residue was purified on silica
6. washeluted with 0 to 10% MeOH in DCM
7. customThe material was further purified by reverse phase HPLC