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

HRID 1450072
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HRID 1450072 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][NH:5][C:4](Br)([CH3:9])[CH:3]=1.[CH3:11][NH2:12]>CO>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH2:9][NH:12][CH3:11])[CH:3]=1
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참가 물질

4

반응물 2

HCID 6329MethylamineHCID 867500424-Chloro-5-fluoro-alpha-bromo-2-picoline

생성물 1

HCID 196914964-Chloro-5-fluoro-2-(N-methylaminomethyl)-pyridine수율 70%

시약·촉매·용매 1

HCID 887Methanol용매

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 3×50 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).

후처리

  1. customthe tube was sealed
  2. customthe solvent was removed under reduced pressure
  3. additionTo the residue was added 50 mL of 10% aqueous sodium carbonate solution
  4. extractionthe resultant aqueous mixture was extracted with 3×50 mL of methylene chloride
  5. extractionThe organic combined extract
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressur
  9. customThe residue was dried in vacuo

출처 및 근거

ORD 기록
ord-5cf1b284c2ea442eb8e0cbc1d7e3904f
출처 데이터셋
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05599816

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