反应详情

温度

80 °C

Palladium Acetate (8.5 mg, 0.000038 mol), Triphenylphosphine (27.4 mg, 0.000105 mol) and 1,4-Dioxane (2.8 mL, 0.036 mol) were combined in a flask and stirred for 10 minutes. 2-{4-[4-(7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)-phenyl]-piperidin-1-yl}-acetamide (157 mg, 0.000366 mol), Dimethyl-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzyl]-amine; hydrochloride (224 mg, 0.000753 mol), and 1.50 M of Sodium carbonate in Water (2.2 mL, 0.0033 mol) and Tetrahydrofuran (3.0 mL, 0.037 mol). were added. The reaction was heated at 80° C. for 3 days, then purified by preparatory HPLC and lyophilized to yield an orange solid, 2-(4-{4-[7-(4-Dimethylaminomethyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperidin-1-yl)-acetamide; compound with 3 trifluoroacetic acids (4 mg, 1%). LCMS: m/z=484.18 (M+H+); 1H NMR (400 MHz, DMSO-d6) δ 9.95 (br s, 1H), 9.55 (m, 2H), 9.02 (s, 1H), 8.33 (d, 2H, J=8.2 Hz), 8.00 (m, 1H), 7.73 (m, 3H), 7.65 (m, 3H), 7.28 (d, 1H, J=4.8 Hz), 7.18 (d, 2H, J=8.4 Hz), 6.99 (d, 1H, J=4.8 Hz), 4.36 (m, 2H), 3.94 (m, 2H), 3.16 (m, 2H), 2.75 (m, 7H), 1.99 (m, 4H), 1.30 (s, 2H).

1. additionwere added
2. custompurified by preparatory HPLC