2-(1-Methyl-1h-imidazol-4-yl)-4-[(6-nitro-3-pyridinyl)oxy]pyridine → 5-((2-(1-methyl-1H-imidazol-4-yl)pyridin-4-yl)oxy)pyridin-2-amine

HRID 2278911ノート

反応式

HRID 2278911 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[C:11]([O:13][C:14]3[CH:15]=[N:16][C:17]([N+:20]([O-])=O)=[CH:18][CH:19]=3)[CH:10]=[CH:9][N:8]=2)[N:4]=[CH:3]1>CO.[Pd]>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[C:11]([O:13][C:14]3[CH:19]=[CH:18][C:17]([NH2:20])=[N:16][CH:15]=3)[CH:10]=[CH:9][N:8]=2)[N:4]=[CH:3]1

参加物

4

反応物 1

HCID 904032142-(1-Methyl-1h-imidazol-4-yl)-4-[(6-nitro-3-pyridinyl)oxy]pyridine

生成物 1

HCID 904032995-((2-(1-methyl-1H-imidazol-4-yl)pyridin-4-yl)oxy)pyridin-2-amine収率 91%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A solution of 2-(1-methyl-1H-imidazol-4-yl)-4-((6-nitropyridin-3-yl)oxy)pyridine (1.61 g, 5.42 mmol) in MeOH (30 mL) was treated with 10% Pd/C (50% w/w water, 0.576 g, 0.542 mmol) and hydrogenated (50 psi) overnight. The solids were removed via filtration through diatomaceous earth, washed with warm MeOH and the filtrate was concentrated to dryness to afford 5-((2-(1-methyl-1H-imidazol-4-yl)pyridin-4-yl)oxy)pyridin-2-amine (1.311 g, 91%). 1H NMR (400 MHz, DMSO-d6): δ 8.31 (d, J=5.7 Hz, 1 H), 7.81 (d, J=2.9 Hz, 1 H), 7.65 (d, J=1.3 Hz, 1 H), 7.58 (s, 1 H), 7.29 (dd, J=8.9, 3.0 Hz, 1 H), 7.19 (d, J=2.6 Hz, 1 H), 6.73 (dd, J=5.7, 2.6 Hz, 1 H), 6.52 (d, J=8.9 Hz, 1 H), 6.03 (s, 2 H), 3.67 (s, 3 H); MS (ESI) m/z: 268.1 (M+H+).

後処理

  1. customThe solids were removed via filtration through diatomaceous earth
  2. washwashed with warm MeOH
  3. concentrationthe filtrate was concentrated to dryness

出典と根拠

ORDレコード
ord-fc158c8d3c344f75ab1538469e327c20
出典データセット
uspto-grants-2015_09
特許番号
US09133183B2

反応ノート

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