HCID 11564642, 화합물 → 3-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one

HRID 895109노트

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HRID 895109 반응식
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[N:9][CH:10]=[CH:11][N:5]2[N:4]=[C:3]1SC>C(O)C.[Ni]>[CH3:1][N:2]1[C:7](=[O:8])[C:6]2=[N:9][CH:10]=[CH:11][N:5]2[N:4]=[CH:3]1

참가 물질

4

반응물 1

HCID 11564642HCID 11564642, 화합물

생성물 1

HCID 116223593-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one수율 24.4%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

반응 조건

온도
40 °C

실험 절차

3-Methyl-2-methylsulfanyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one (0.81 g, 4.1 mmol) was suspended in ethanol (10 ml) and the mixture heated to 40° C. 6×1 ml pipette amounts of Raney-nickel (50 micron stored in water) were added in portions over 9 h. On complete addition the mixture was heated at 40° C. for a further 9 h. The mixture was allowed to cool to ambient temperature and the mixture filtered through Celite. The filtrate was evaporated and the residue purified by flash column chromatography on silica eluting with 2% methanol in dichloromethane. Collecting appropriate fractions gave 3-methyl-3H-imidazo[2,1-f][1,2,4]triazin-4-one (150 mg, 24%) as an off-white solid: δH (400 MHz, CDCl3) 3.59 (3H, s), 7.55 (1H, d, J1), 7.60 (1H, d, J1), 7.73 (1H, s).

후처리

  1. additionOn complete addition the mixture
  2. temperaturewas heated at 40° C. for a further 9 h
  3. temperatureto cool to ambient temperature
  4. filtrationthe mixture filtered through Celite
  5. customThe filtrate was evaporated
  6. customthe residue purified by flash column chromatography on silica eluting with 2% methanol in dichloromethane
  7. customCollecting appropriate fractions

출처 및 근거

ORD 기록
ord-de3c9b362e134eb6b0725c439136ec3b
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06914060B2

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