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

HRID 559659노트

반응식

HRID 559659 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cd62d2fafdfe4081bf3eb03a6609e2d2
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063065B2

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