反应详情

温度

85 °C

A mixture of (4-iodopyrazol-1-yl)-acetic acid methyl ester (124 mg, 0.467 mmol), 3-benzothiazol-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-ylamine (BB8) (150.0 mg, 0.4246 mmol), Pd(PPh3)4 (40 mg, 0.03 mmol), potassium fluoride (74.0 mg, 1.27 mmol) and 4:1 dioxane:water (4:1, 1,4-dioxane:H2O, 6 mL) was heated in the microwave reactor at 85° C. for 30 min. The solution was concentrated in vacuo and dry-loaded onto silica gel for column chromatography. The material was eluted with 2% MeOH/DCM. The fractions containing the product were concentrated in vacuo. The material was redissolved in 1,4-dioxane (5 mL), and 4M HCl in 1,4-dioxane (1 mL) was added. The solution was heated to 50° C. in a sealed tube for 3 h. The solvent was removed in the corrosive pump to afford the title compound as an orange solid. MS (ES+): m/z=352.08 (100) [MH+]. HPLC: tR=2.78 min (ZQ3, polar—5 min).

1. concentrationThe solution was concentrated in vacuo and dry-loaded onto silica gel for column chromatography
2. washThe material was eluted with 2% MeOH/DCM
3. additionThe fractions containing the product
4. concentrationwere concentrated in vacuo
5. dissolutionThe material was redissolved in 1,4-dioxane (5 mL)
6. addition4M HCl in 1,4-dioxane (1 mL) was added
7. temperatureThe solution was heated to 50° C. in a sealed tube for 3 h
8. customThe solvent was removed in the corrosive pump