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

HRID 895109ノート

反応式

HRID 895109 の反応式
[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

参加物

4

反応物 1

HCID 11564642HCID 11564642、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-de3c9b362e134eb6b0725c439136ec3b
出典データセット
uspto-grants-2005_07
特許番号
US06914060B2

反応ノート

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