Ethanol → 6-Ethoxy-4,5-dimethylpyridazin-3-amine

HRID 1501348노트

반응식

HRID 1501348 반응식
Cl[C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10].[CH2:11]([O-:13])[CH3:12].[Na+].C(O)C>>[CH2:11]([O:13][C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10])[CH3:12]

참가 물질

4

반응물 3

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 69919433-Amino-6-chloro-4,5-dimethylpyridazine

생성물 1

HCID 867165186-Ethoxy-4,5-dimethylpyridazin-3-amine수율 50%

실험 절차

6-Chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 500 mg, 3.17 mmol, 1.0 eq) and sodium ethanolate in ethanol (16 mL, 21 w/w-%, 53.9 mmol, 17 eq) were heated for 2 h to 130° C. in a single mode microwave oven. The reaction mixture was partitioned between DCM and water. The organic phase was washed with brine and dried with sodium sulfate. The resulting mixture was filtered through a Whatman filter and the volatile components were removed in vacuo. The crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1) to give 267 mg (50% yield) of the title compound.

후처리

  1. customThe reaction mixture was partitioned between DCM and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried with sodium sulfate
  4. filtrationThe resulting mixture was filtered through a Whatman
  5. filtrationfilter
  6. customthe volatile components were removed in vacuo
  7. customThe crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1)

출처 및 근거

ORD 기록
ord-4bd2f3380f4e4e51a356f6fce355d5b8
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206185B2

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