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Water → 6-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-3-amine

HRID 387746
ノート
印刷プレビュー

反応式

HRID 387746 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][N:17]=1.[Cl-].[NH4+].O>C(O)C.C(OCC)(=O)C.CCCCCC.[Fe]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[N:17]=[CH:18][C:19]([NH2:22])=[CH:20][CH:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 229362516,7-Dimethoxy-4-(5-nitro-pyridin-2-yloxy)-quinoline

生成物 1

HCID 229365976-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-3-amine収率 64%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 702Ethanol溶媒
HCID 8058Hexane溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

6,7-Dimethoxy-4-((5-nitro-2-pyridyl)oxy)quinoline (654 mg, 2.00 mmol), iron powder (559 mg, 10.0 mmol) and ammonium chloride (1.07 g, 20.0 mmol) were heated and stirred in ethanol (20 ml)-water (5 ml) at 80° C. for 20 minutes. After completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. After washing the organic layer with water and saturated saline and drying over anhydrous magnesium sulfate, the drying agent was filtered out and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out and washed with ethyl acetate and then blow-dried to obtain the title compound (380 mg, 1.28 mmol, 64%) as light yellow crystals.

後処理

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered with celite
  3. washwashed in ethyl acetate
  4. washAfter washing the organic layer with water and saturated saline
  5. dry with materialdrying over anhydrous magnesium sulfate
  6. filtrationthe drying agent was filtered out
  7. distillationthe filtrate was distilled off under reduced pressure
  8. customThe obtained crude product
  9. filtrationthe crystals were filtered out
  10. washwashed with ethyl acetate
  11. customblow-dried

出典と根拠

ORDレコード
ord-89251f90f3654655859b61a079a9b351
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08372981B2

反応ノート

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