2-{1-(Methoxycarbonyl)ethoxy}-3-nitropyridine → 3-Amino-2-{1-(methoxycarbonyl)ethoxy}pyridine

HRID 493957ノート

反応式

HRID 493957 の反応式
[CH3:1][O:2][C:3]([CH:5]([O:7][C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][N:9]=1)[CH3:6])=[O:4]>[Pt]=O.C(O)C>[NH2:14][C:13]1[C:8]([O:7][CH:5]([C:3]([O:2][CH3:1])=[O:4])[CH3:6])=[N:9][CH:10]=[CH:11][CH:12]=1

参加物

4

反応物 1

HCID 219335712-{1-(Methoxycarbonyl)ethoxy}-3-nitropyridine

生成物 1

HCID 219335303-Amino-2-{1-(methoxycarbonyl)ethoxy}pyridine収率 78.7%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 702Ethanol溶媒

実験手順

A mixture of 1.7 g of 2-{1-(methoxycarbonyl)ethoxy}-3-nitropyridine, 102 mg of platinum oxide, and 7.5 ml of ethanol was stirred at room temperature under an atmosphere of hydrogen gas for 3.5 hours. The gas in the atmosphere on the reaction system was replaced with nitrogen gas, and the reaction mixture was filtered through Celite. The filtrate was concentrated. The residue was subjected to silica gel column chromatography to give 1.16 g of 3-amino-2-{1-(methoxycarbonyl)ethoxy}pyridine. 1H-NMR (CDCl3, 300 MHz) δ(ppm): 1.63 (d, 3H, J=6.8 Hz), 3.74 (s, 3H), 3.84 (bs, 2H), 5.38 (d, 1H, J=6.8 Hz), 6.72 (dd, 1H, J=7.7, 5.0 Hz), 6.90 (dd, 1H, J=7.7, 1.4 Hz), 7.48 (dd, 1H, J=5.0, 1.4 Hz).

後処理

  1. filtrationthe reaction mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-2d8d7b8517e443b7b63e420f80aa4fa2
出典データセット
uspto-grants-2009_05
特許番号
US07538072B2

反応ノート

読み込み中…