反应详情

温度

100 °C

[5-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-6-fluoro-pyridin-2-yl]-(5-fluoro-2-methoxy-pyridin-3-ylmethyl)-amine (P-1497, 1 equivalent) is dissolved in 5 mL of dimethyl sulfoxide in a sealable vial. Copper(I) iodide (0.2 equivalent), L-proline (0.2 equivalent), sodium methanesulfinate (175, 1.2 equivalents), and sodium hydroxide (0.2 equivalent) are added. The vial is sealed and heated at 100° C. overnight, then additional copper(I) iodide (0.2 equivalent), L-proline (0.2 equivalent), sodium methanesulfinate (1.2 equivalent), and sodium hydroxide (0.2 equivalent) are added, and the reaction is sealed and heated at 120° C. overnight. The reaction is added to ethyl acetate and brine and extracted. The organic layer is concentrated under vacuum and the resulting material dissolved in tetrahydrofuran for purification on a C18 reverse phase column, eluting with 0-100% methanol (with 10% tetrahydrofuran)/water. Appropriate fractions are combined and concentrated under vacuum. The resulting material is triturated with methyl tert-butyl ether and filtered, washing with methyl tert-butyl ether, then heptane. The solid is dried under vacuum to provide the desired compound.

1. customThe vial is sealed
2. customthe reaction is sealed
3. temperatureheated at 120° C. overnight
4. extractionextracted
5. concentrationThe organic layer is concentrated under vacuum
6. dissolutionthe resulting material dissolved in tetrahydrofuran for purification on a C18 reverse phase column
7. washeluting with 0-100% methanol (with 10% tetrahydrofuran)/water
8. concentrationconcentrated under vacuum
9. customThe resulting material is triturated with methyl tert-butyl ether
10. filtrationfiltered
11. washwashing with methyl tert-butyl ether
12. customThe solid is dried under vacuum