반응 #1962

반응 방정식

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

Methylamine

→

title compound

수율 70.0%

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

수율 70.0%

용매

methanol

반응 조건

후처리

1. 1
   기타the tube was sealed
2. 2
   기타the solvent was removed under reduced pressure
3. 3
   workup.ADDITIONTo the residue was added 50 mL of 10% aqueous sodium carbonate solution
4. 4
   추출the resultant aqueous mixture was extracted with 3 X 50 mL of methylene chloride
5. 5
   추출The organic combined extract
6. 6
   건조was dried over anhydrous sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressur
9. 9
   기타The residue was dried in vacuo

실험 절차

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).

출처