反应详情

温度

120 °C

Into a 8-dram vial, (7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine (66.6 mg, 0.000172 mol), [3-(Aminomethyl)-pyridine (22.33 mg, 0.2065 mmol) Palladium Acetate (4.00 mg, 0.0178 mmol), 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (30.0 mg, 0.0518 mmol), and Cesium Carbonate (240.0 mg, 0.7366 mmol) were added. The mixture was purged with nitrogen for 15 minutes. 1,4-Dioxane (2.00 mL) was added. The reaction vessel was sealed and heated at 120° C. for 2 hours. The reaction mixture was partitioned with DCM. The solid was filtered through celite and washed with DCM. The filtrate was evaporated to give a semi-solid. The reaction mixture was purified via HPLC reverse phase chromatography with 0.1% TFA in Water and 0.1% TFA in ACN (0 to 20% ACN). The collected fractions were lyophilized to give N(2)-[4-(4-Methyl-piperazin-1-yl)-phenyl]-N(7)-pyridin-3-ylmethyl-pyrrolo[2,1-f][1,2,4]triazine-2,7-diamine a solid. The solid was triturated with Et2O to give a yellow solid 78 mg, 85%). LCMS (E/I+) 415.17 (M+H). NMR 1H (DMSO-d6)-9.80 (bs, 1H), 9.34 (s, 1H), 8.70 (s, 1H), 8.57 (s, 1H), 8.36 (s, 1H), 7.89 (d, 1H, J=7.04 Hz), 7.65 (d, 2H, J=8.04 Hz), 7.54 (t, 1H, J=5.53 Hz), 7.49 (bs, 1H), 7.13 (s, 1H), 6.99 (d, 2H, J=8.04 Hz), 6.33 (s, 1H), 4.72 (s, 2H), 3.75 (d, 2H, J=12.56 Hz), 3.54 (d, 2H, J=11.06 Hz), 3.18 (bs, 2H), 2.6-3.00 (m, 5H).

1. customThe mixture was purged with nitrogen for 15 minutes
2. addition1,4-Dioxane (2.00 mL) was added
3. customThe reaction vessel was sealed
4. customThe reaction mixture was partitioned with DCM
5. filtrationThe solid was filtered through celite
6. washwashed with DCM
7. customThe filtrate was evaporated
8. customto give a semi-solid
9. customThe reaction mixture was purified via HPLC reverse phase chromatography with 0.1% TFA in Water and 0.1% TFA in ACN (0 to 20% ACN)