反応 #1962

反応方程式

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

Methylamine

→

title compound

収率 70.0%

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

収率 70.0%

溶媒

methanol

反応条件

後処理

1. 1
   その他the tube was sealed
2. 2
   その他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
   抽出the resultant aqueous mixture was extracted with 3 X 50 mL of methylene chloride
5. 5
   抽出The organic combined extract
6. 6
   乾燥was dried over anhydrous sodium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated under reduced pressur
9. 9
   その他The residue was dried in vacuo

実験手順

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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