HRID553044

反应详情

EQUATION

反应方程式

HRID 553044 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
65 °C

PROCEDURE

实验过程

A mixture of 3,7-dibromodibenzothiophene 5,5-dioxide (0.33 g, 0.88 mmol; see J. Med. Chem. 1978, 21, 1084), 3-diethylamino-1-propyne (0.5 mL, 3.4 mmol; Lancaster), triethylamine (0.6 mL, 4.2 mmol; Acros), dichlorobis(triphenylphosphino)palladium (II) (Cl2Pd(PPh3)2; 25 mg, 0.035 mmol; Aldrich), and copper (I) iodide (38 mg, 0.20 mmol; Aldrich) in DMF (10 mL) was heated to 65° C. for 60 h. The reaction mixture was diluted with EtOAc, washed with water and brine, and dried over Na2SO4. The residue was purified by chromatography (16 g silica gel, 2-7% gradient MeOH in CH2Cl2 to afford the title compound (0.31 g, 0.71 mmol, 82% yield): MS (DCI/NH3) m/z 435 (M+H)+.

WORKUP

后处理

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. customThe residue was purified by chromatography (16 g silica gel, 2-7% gradient MeOH in CH2Cl2