Cesium carbonate → HCID 44124984、化合物

温度

90 °C

To a 50 mL round-bottomed flask was added N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide (100 mg, 331 μmol), N-(3,6-dichloropyridazin-4-yl)-4-fluorobenzenesulfonamide (107 mg, 331 μmol), cesium carbonate (216 mg, 662 μmol), 662 μmol), dioxane (3 mL), water (0.5 mL). The reaction mixture was stirred at 90° C. for 2 h. The mixture was cooled down to room temperature. The reaction mixture was diluted with satd NH4Cl (2 mL) and extracted with EtOAc (3×20 mL). The combined organic extracts were washed with satd NaCl (2 mL), dried over Na2SO4, filtered and concentrated in vacuo and the residue was purified by silica gel chromatography (15% MeOH/CH2Cl2) to give N-(6-(6-chloro-5-(4-fluorophenylsulfonamido)pyridazin-3-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide (21 mg, 14% yield). MS (ESI positive ion) m/z: 461 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm 2.13 (s, 3H) 7.36 (t, J=8.70 Hz, 3H) 7.53 (d, J=8.18 Hz, 1H) 7.82-8.00 (m, J=6.14 Hz, 2H) 8.05 (d, J=9.35 Hz, 1H) 8.29 (s, 1H)

1. temperatureThe mixture was cooled down to room temperature
2. extractionextracted with EtOAc (3×20 mL)
3. washThe combined organic extracts were washed with satd NaCl (2 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customthe residue was purified by silica gel chromatography (15% MeOH/CH2Cl2)

ORDレコード

ord-8bb1f21c7db3452183f4ac81525b3739

出典データセット

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07820665B2