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

HRID 1947578ノート

反応式

HRID 1947578 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
72.5 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-340ff2ab30cd417f800fa3fc0966e626
出典データセット
uspto-grants-2013_03
特許番号
US08399472B2

反応ノート

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