Triethylamine → 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine-4-carbonitrile

HRID 2198128ノート

反応式

HRID 2198128 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[CH:15]=[CH:14][N+:13]([O-])=[CH:12][C:11]=3[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C[Si]([C:22]#[N:23])(C)C.CCN(CC)CC>C(#N)C.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[CH:15]=[CH:14][N:13]=[C:12]([C:22]#[N:23])[C:11]=3[CH:10]=[N:9]2)=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 82115Trimethylsilyl cyanideHCID 580842441-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine 5-oxide

生成物 1

HCID 592785181-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine-4-carbonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine 5-oxide (0.300 g, 1.31 mmol) in acetonitrile (10 mL) was added trimethylsilyl cyanide (TMSCN) (931 μL, 6.99 mmol) followed by Et3N (0.930 mL, 6.69 mmol) and the mixture was warmed at reflux. After 3 hours, the mixture was diluted with water and the solid collected by filtration washing with water. The flakey solid was then dissolved in methanol and concentrated to afford 1-(4-fluorophenyl)-1H-pyrazolo[4,3-c]pyridine-4-carbonitrile.

後処理

  1. temperaturethe mixture was warmed
  2. temperatureat reflux
  3. filtrationthe solid collected by filtration
  4. washwashing with water
  5. dissolutionThe flakey solid was then dissolved in methanol
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-8b7571f0c4e843cd91290cb319291d10
出典データセット
uspto-grants-2012_12
特許番号
US08338610B2

反応ノート

読み込み中…