تفاعل #1962

معادلة التفاعل

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

Methylamine

→

title compound

المردود 70.0%

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

المردود 70.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىthe tube was sealed
2. 2
   أخرىthe solvent was removed under reduced pressure
3. 3
   workup.ADDITIONTo the residue was added 50 mL of 10% aqueous sodium carbonate solution
4. 4
   استخلاصthe resultant aqueous mixture was extracted with 3 X 50 mL of methylene chloride
5. 5
   استخلاصThe organic combined extract
6. 6
   تجفيفwas dried over anhydrous sodium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated under reduced pressur
9. 9
   أخرىThe residue was dried in vacuo

الإجراء التجريبي

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).

المصدر