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Acetonitrile → 6-Isopropyl-2-methylimidazo[1,2-b]pyridazine

HRID 1160767
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HRID 1160767 반응식
[NH2:1][C:2]1[N:3]=[N:4][C:5]([CH:8]([CH3:10])[CH3:9])=[CH:6][CH:7]=1.Br[CH2:12][C:13](=O)[CH3:14].C(#N)C.[OH-].[Na+]>O>[CH:8]([C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:12]=[C:13]([CH3:14])[N:1]=2)[N:4]=1)([CH3:10])[CH3:9]
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참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 11715BromoacetoneHCID 14798Sodium HydroxideHCID 230281096-Isopropylpyridazin-3-amine

생성물 1

HCID 230281396-Isopropyl-2-methylimidazo[1,2-b]pyridazine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3-Amino-6-isopropylpyridazine (0.41 g, 2.99 mmol) and bromoacetone (0.53 g, 3.10 mmol) were mixed with acetonitrile (5.0 ml) and heated for 6 hours under reflux. After the reaction was completed, water (20.0 ml) was poured into the reaction solution and adjusted to pH 9 with 20% aqueous sodium hydroxide solution. The reaction solution was extracted twice with ethyl acetate, and the extracts were combined, dried over anhydrous sodium sulfate and concentrated. The residues were purified by silica gel column chromatography (ethyl acetate:chloroform=1:1) to give the title compound as brown oil. The yield was 0.30 g (57.2%).

후처리

  1. temperatureheated for 6 hours
  2. temperatureunder reflux
  3. extractionThe reaction solution was extracted twice with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residues were purified by silica gel column chromatography (ethyl acetate:chloroform=1:1)

출처 및 근거

ORD 기록
ord-eb7e0794ddcd429a983eda48e6967952
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07816526B2

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