Sodium Carbonate → Methyl 6-amino-3-bromopyridine-2-carboxylate

HRID 887754노트

반응식

HRID 887754 반응식
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[Br:18]Br>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([Br:18])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 13809143Methyl 6-aminopyridine-2-carboxylate

생성물 1

HCID 10657127Methyl 6-amino-3-bromopyridine-2-carboxylate수율 29.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a suspension of methyl 6-aminopyridine-2-carboxylate (5.98 g, 39.5 mmol) and sodium carbonate (2.64 g, 24.9 mmol) in acetic acid (150 mL) was added bromine (7.89 g, 49.4 mmol), and the mixture was stirred at room temperature for 7 hr. The solvent was evaporated under reduced pressure, and the residue was diluted with ethyl acetate, and washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. This was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20) to give the title compound (2.67 g, yield 29%).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  4. dry with materialThis was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20)

출처 및 근거

ORD 기록
ord-7c14ce6f551f478f80413dbca7a96d0b
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247429B2

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