Hydrochloric Acid → 6-(5-amino-6-ethynyl-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone

HRID 915057노트

반응식

HRID 915057 반응식
[OH-].[Na+].[NH2:3][C:4]1[N:5]=[C:6]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:7]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[N:21]=2)=[N:8][C:9]=1[C:10]#[C:11][Si](C)(C)C.Cl>C(#N)C.C1COCC1>[NH2:3][C:4]1[N:5]=[C:6]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:7]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[N:21]=2)=[N:8][C:9]=1[C:10]#[CH:11]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 693319796-{5-amino-3-phenyl-6-[(trimethylsilyl)ethynyl]-2-pyrazinyl}-2-isopropyl-3(2H)-pyridazinone

생성물 1

HCID 866009166-(5-amino-6-ethynyl-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone수율 26.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
27.5 °C

실험 절차

Under ice-cooling, 12N aq. NaOH (0.9 ml) was added dropwise to a solution of 6-{5-amino-3-phenyl-6-[(trimethylsilyl)ethynyl]-2-pyrazinyl}-2-isopropyl-3(2H)-pyridazinone (908 mg) in a mixture of acetonitrile (0.9 ml) and THF (1.8 ml). The mixture was stirred at 25-30° C. for one hour, neutralized with 6N HCl, extracted with CHCl3, dried over MgSO4 and concentrated under reduced pressure to give a syrup. The syrup was purified by column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (30:70 v/v) to give 6-(5-amino-6-ethynyl-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone as a solid (196 mg).

후처리

  1. temperatureUnder ice-cooling
  2. extractionextracted with CHCl3
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a syrup
  6. customThe syrup was purified by column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (30:70 v/v)

출처 및 근거

ORD 기록
ord-cb18aa348d4b46ebb477a54e6863f63d
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265120B2

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