反应 #417983

反应方程式

di-tert-butyl azodicarboxylate

5-trifluoromethyl-3H-benzothiazol-2-one

{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]phenyl}methanol

triphenylphosphine

di-tert-butyl azodicarboxylate

triphenylphosphine

→

3-{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzyl}-5-trifluoromethyl-3H-benzothiazol-2-one

反应条件

后处理

1. 1
   workup.STIRRINGafter the mixture has been stirred at room temperature for 24 h
2. 2
   workup.STIRRINGshaken at room temperature for 2 h
3. 3
   过滤The reaction mixture is filtered
4. 4
   其他the filtrate is evaporated to dryness
5. 5
   其他the residue is purified by means of preparative HPLC
6. 6
   其他=2.81 min (method A)

实验过程

A suspension of 114 mg (0.52 mmol) of 5-trifluoromethyl-3H-benzothiazol-2-one, 150 mg (0.52 mmol) of {3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]phenyl}methanol and 261 mg (0.78 mmol) of polymer-bound triphenylphosphine (3mmol/g) is shaken at room temperature for 30 min. 178 mg (0.78 mmol) of di-tert-butyl azodicarboxylate are added to the suspension, and, after the mixture has been stirred at room temperature for 24 h, 50 mg (0.15 mmol) of polymer-bound triphenylphosphine (3 mmol/g) and 35 mg (0.15 mmol) of di-tert-butyl azodicarboxylate are again present and shaken at room temperature for 2 h. The reaction mixture is filtered, the filtrate is evaporated to dryness, and the residue is purified by means of preparative HPLC. The product is in the form of the trifluoroacetate; ESI: 489 (M+H); Rt.=2.81 min (method A);

来源