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

HRID 1809644

반응식

HRID 1809644 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-26fdc25a0e444202a9bdfbe14c9feaac
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362037B2

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