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

HRID 1809645노트

반응식

HRID 1809645 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ab8f16fdfeb7404c8cd72867e0bbbefb
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362037B2

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