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 1049255노트

반응식

HRID 1049255 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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, 1H), 7.81 (d, J=2.9 Hz, 1H), 7.65 (d, J=1.3 Hz, 1H), 7.58 (s, 1H), 7.29 (dd, J=8.9, 3.0 Hz, 1H), 7.19 (d, J=2.6 Hz, 1H), 6.73 (dd, J=5.7, 2.6 Hz, 1H), 6.52 (d, J=8.9 Hz. 1H), 6.03 (s, 2H), 3.67 (s, 3H); MS (ESI) m/z: 268.1 (M+H+).

후처리

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

출처 및 근거

ORD 기록
ord-ff03f591c4584bd09dd8e682b4b6826d
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382228B2

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