HRID2367270

反应详情

EQUATION

反应方程式

HRID 2367270 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
120 °C

PROCEDURE

实验过程

A mixture of 6-chloro-N4-(2,3-dihydro-1H-inden-1-yl)-2,4-pyrimidinediamine (700 mg, 2.69 mmol) and 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (797 mg, 3.23 mmol) in 1,4-dioxane (150 mL) and a solution of NaHCO3 (903 mg, 10.76 mmol) in water (50 mL) was protected with nitrogen. Pd(Ph3P)4 (31 mg, 0.0269 mmol) was added, and the reaction mixture was heated at 120° C. for 16 hours. The mixture was decanted to remove the solids, and the solution was concentrated to dryness. The crude material was purified by SiO2 chromatography eluting with 1:1 THF:petroleum ether to afford the title compound (500 mg) as a yellow solid. LC-MS (ES) m/z=246 [M+H]+.

WORKUP

后处理

  1. customThe mixture was decanted
  2. customto remove the solids
  3. concentrationthe solution was concentrated to dryness
  4. customThe crude material was purified by SiO2 chromatography
  5. washeluting with 1:1 THF