Cesium carbonate → 3-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine

HRID 1809644

反応式

HRID 1809644 の反応式
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:10]1[CH:15]=[C:14]([Cl:16])[N:13]=[N:12][C:11]=1[CH3:17].C([O-])([O-])=O.[Cs+].[Cs+]>CS(C)=O.O>[Cl:16][C:14]1[N:13]=[N:12][C:11]([CH3:17])=[C:10]([O:8][C:7]2[C:2]([NH2:1])=[N:3][CH:4]=[CH:5][CH:6]=2)[CH:15]=1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 281142-Amino-3-HydroxypyridineHCID 587170494,6-Dichloro-3-methylpyridazine

生成物 1

HCID 866411083-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine収率 55.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

2-Aminopyridin-3-ol (5.0 g, 45.4 mmol) and 4,6-dichloro-3-methylpyridazine (7.4 g, 45.4 mmol, prepared according to WO 2003/041712) were dissolved in DMSO (100 mL). Cs2CO3 (16.3 g, 49.9 mmol) was added and the reaction stirred at ambient temperature for one hour. The reaction was diluted with water and the material was extracted with CH2Cl2, dried (Na2SO4), filtered and concentrated. Flash chromatography followed by trituration of the concentrated solid with EtOH gave 3-(6-chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine (5.98 g, 25.3 mmol, 55%) as a solid.

後処理

  1. extractionthe material was extracted with CH2Cl2
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-26fdc25a0e444202a9bdfbe14c9feaac
出典データセット
uspto-grants-2013_01
特許番号
US08362037B2

関連ノート

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