4-(6-Nitropyridin-3-yl)morpholine → 5-Morpholinopyridin-2-amine

HRID 272487

反応式

HRID 272487 の反応式
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>C1COCC1.[Ni]>[N:10]1([C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[N:9][CH:8]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

参加物

4

反応物 1

HCID 29279734-(6-Nitropyridin-3-yl)morpholine

生成物 1

HCID 113673465-Morpholinopyridin-2-amine収率 78%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 8028Tetrahydrofuran溶媒

実験手順

4-(6-Nitro-pyridin-3-yl)-morpholine (2.86 g, 13.7 mmol) was dissolved in THF (100 mL) to which Raney Nickel (1.03 g) was added. The reaction mixture was shaken under a hydrogen atmosphere (50 psi) for 4 hours. The catalyst was removed by filtration and the solvent evaporated to give 5-morpholin-4-yl-pyridin-2-ylamine as a purple solid (1.91 g, 78.0%). 1H NMR δ(400 MHz, CDCl3) 7.76 (d, J=2.0 Hz, 1H), 7.16 (dd, J=2.7, 8.8 Hz, 1H), 6.50 (d, J=8.8 Hz, 1H), 4.24 (s, 2H), 3.84 (m, 4H), 3.16 (m, 4H), 3.01 (m, 4H).

後処理

  1. additionwas added
  2. customThe catalyst was removed by filtration
  3. customthe solvent evaporated

出典と根拠

ORDレコード
ord-f3fa3ff91d02495c9139bc7fdb6bf298
出典データセット
uspto-grants-2008_11
特許番号
US07456168B2

関連ノート

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