反应 #2487451

反应方程式

(2-chloro-7-trifluoromethyl-quinazolin-4-yl)ethylamine

p-trifluoromethylphenylboronic acid

sodium carbonate

→

[2-(4-trifluoromethylphenyl)-7-trifluoromethyl-quinazolin-4-yl]ethylamine

溶剂

dimethoxyethane water

反应条件

后处理

1. 1
   浓缩The reaction mixture was then concentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with water (50 mL)
3. 3
   萃取extracted with CH2Cl2 (3×25 mL)
4. 4
   干燥The combined organic layers were dried over MgSO4
5. 5
   过滤filtered
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他Purification by flash chromatography

实验过程

A solution of (2-chloro-7-trifluoromethyl-quinazolin-4-yl)ethylamine (276 mg, 1.00 mmol), p-trifluoromethylphenylboronic acid (285 mg, 1.50 mmol), tetrakis(triphenylphosphine)palladium (116 mg, 0.10 mmol) and sodium carbonate (0.21 g, 2.0 mmol) in dimethoxyethane/water (3 mL, 2:1) was heated at 80° C. for 16 h. The reaction mixture was then concentrated under reduced pressure, diluted with water (50 mL) and extracted with CH2Cl2 (3×25 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. Purification by flash chromatography using cyclohexane:ethyl acetate (4:1) as solvent afforded [2-(4-trifluoromethylphenyl)-7-trifluoromethyl-quinazolin-4-yl]ethylamine. Yield=0.20 g, 52%; LC-MS: 3.2 min, 385 (M+); 1H NMR (DMSO-d6): δ 1.34 (t, 3 H, J=7.2 Hz), 3.68-3-78 (m, 2 H), 7.82 (dd, 1 H, J=8.6, 1.7 Hz), 7.88 (d, 2 H, J=8.1 Hz), 8.07 (s, 1 H), 8.50 (d, 1 H, J=8.6 Hz), 8.67 (d, 2 H, J=8.1 Hz), 8.70-8.76 (m, 1 H).

来源