HRID879549

反应详情

EQUATION

反应方程式

HRID 879549 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

4

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

In a 10 mL reaction vial, (S)-ethyl 2-(2-bromo-5-methyl-7-(trifluoromethylsulfonyloxy)benzo[d]thiazol-6-yl)-2-tert-butoxyacetate (50 mg, 0.0938 mmol) was dissolved in dry dioxane (1.5 mL) under argon atmosphere. The solution was bubbled with argon for 5 min. Then LiCl (11 mg, 0.256 mmol), CuI (5 mg, 0.026 mmol) and Pd(PPh3)4 (10 mg, 0.0085 mmol) were added sequentially. A solution of 1-methyl-5-(6-(tributylstannyl)pyridin-2-yl)-1H-indazole (43 mg, 0.0853 mmol) in 1.4-dioxane (1.5 mL) was then added drop-wise. The resulting reaction mixture was then sealed and heated in oil bath at 100° C. for 3 h. The resulting reaction mixture was diluted with EtOAc (5 mL), filtered and the filtrate was concentrated and purified on silica gel column with 0-40% EtOAc/Hex to afford the title product. LCMS-ESI+: calc'd for: C30H29F3N4O6S2: 663.2, 664.2 (M+H+); Found: 663.1, 664.3 (M+H+).

WORKUP

后处理

  1. customIn a 10 mL reaction vial
  2. customThe solution was bubbled with argon for 5 min
  3. customThe resulting reaction mixture
  4. customwas then sealed
  5. customThe resulting reaction mixture
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated
  8. custompurified on silica gel column with 0-40% EtOAc/Hex