Ammonium formate → 3-(3-Methylpyridazin-4-yloxy)pyridin-2-amine

HRID 1809645

反応式

HRID 1809645 の反応式
Cl[C:2]1[N:7]=[N:6][C:5]([CH3:8])=[C:4]([O:9][C:10]2[C:11]([NH2:16])=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:3]=1.C([O-])=O.[NH4+]>[Pd].CO>[CH3:8][C:5]1[N:6]=[N:7][CH:2]=[CH:3][C:4]=1[O:9][C:10]1[C:11]([NH2:16])=[N:12][CH:13]=[CH:14][CH:15]=1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 866411083-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine

生成物 1

HCID 674859363-(3-Methylpyridazin-4-yloxy)pyridin-2-amine収率 72%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

3-(6-Chloro-3-methylpyridazin-4-yloxy)pyridin-2-amine (3.0 g, 12.7 mmol) was charged with MeOH (150 mL). Pd/C (0.67 g, 0.63 mmol) was added followed by ammonium formate (2.23 g, 35.5 mmol). The mixture was heated at 65° C. overnight. The solution was cooled and filtered through GF/F paper. The filtrate was concentrated and the residue was dissolved in dichloromethane and saturated NaHCO3. The organic layer was separated and the aqueous layer was extracted twice with dichloromethane. The combined organics were dried and concentrated to give 3-(3-methylpyridazin-4-yloxy)pyridin-2-amine (1.85 g, 72%) as a solid.

後処理

  1. temperatureThe solution was cooled
  2. filtrationfiltered through GF/F paper
  3. concentrationThe filtrate was concentrated
  4. dissolutionthe residue was dissolved in dichloromethane
  5. customThe organic layer was separated
  6. extractionthe aqueous layer was extracted twice with dichloromethane
  7. customThe combined organics were dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-ab8f16fdfeb7404c8cd72867e0bbbefb
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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