Ethanol → 2-Amino-6-bromo-3-methoxypyridine

HRID 1770822노트

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HRID 1770822 반응식
[Br:1][C:2]1[N:7]=[C:6]([N+:8]([O-])=O)[C:5]([O:11][CH3:12])=[CH:4][CH:3]=1.C(O)C.[Cl-].[NH4+]>[Fe].O>[NH2:8][C:6]1[C:5]([O:11][CH3:12])=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=1

참가 물질

6

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 226151626-Bromo-3-methoxy-2-nitropyridine

생성물 1

HCID 575629062-Amino-6-bromo-3-methoxypyridine

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
72.5 °C

실험 절차

To a heterogeneous solution of 6-bromo-3-methoxy-2-nitropyridine (32) (2.32 g, 10 mmol) in of ethanol:water (40 mL, each) were added iron powder (2.8 g, 50 mmol), followed by ammonium chloride (2.64 g, 50 mmol) at room temperature. The resulting heterogeneous mixture was then stirred at 70-75° C. for 15 minutes, filtered through celite (when hot), washed with ethanol (2×50 mL) and solvent was then removed under reduced pressure. The residue upon dilution with water afforded a solid, which was isolated by filtration to give 2-amino-6-bromo-3-methoxypyridine (33). LCMS: purity: 95%, MS (m/z): 203 (MH+).

후처리

  1. filtrationfiltered through celite (when hot)
  2. washwashed with ethanol (2×50 mL) and solvent
  3. customwas then removed under reduced pressure
  4. customThe residue upon dilution with water afforded a solid
  5. customwhich was isolated by filtration

출처 및 근거

ORD 기록
ord-1c7f8e58d28b417683bf22f0a4736d3e
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09248190B2

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