反应 #1962

反应方程式

4-Chloro-5-fluoro-alpha-bromo-2-picoline

Methylamine

→

title compound

收率 70.0%

4-Chloro-5-fluoro-2-(N-methylaminomethyl)-pyridine

收率 70.0%

溶剂

methanol

反应条件

后处理

1. 1
   其他the tube was sealed
2. 2
   其他the solvent was removed under reduced pressure
3. 3
   workup.ADDITIONTo the residue was added 50 mL of 10% aqueous sodium carbonate solution
4. 4
   萃取the resultant aqueous mixture was extracted with 3 X 50 mL of methylene chloride
5. 5
   萃取The organic combined extract
6. 6
   干燥was dried over anhydrous sodium sulfate
7. 7
   过滤filtered
8. 8
   浓缩concentrated under reduced pressur
9. 9
   其他The residue was dried in vacuo

实验过程

4-Chloro-5-fluoro-alpha-bromo-2-picoline (1.37 g, 6.1 mmol), from Step 1 was dissolved in 15 mL of methanol in a pressure tube. Methylamine (3 mL of 40% aqueous solution) was added to the tube and the tube was sealed. The reaction mixture was stirred at ambient temperature for 26 hours and then the solvent was removed under reduced pressure. To the residue was added 50 mL of 10% aqueous sodium carbonate solution and the resultant aqueous mixture was extracted with 3 X 50 mL of methylene chloride. The organic combined extract was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressur. The residue was dried in vacuo to give 754 mg g (70% yield) of the title compound; MS DCI-NH3M/Z: 175 (M+H)+ base; 1H NMR (CDCl3) d 2.50 (s, 3H), 3.90 (s, 2H), 7.47 (d, 1H), 8.42 (s, 1H).

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