Pyrazole → HCID 69104038, 화합물

HRID 2217262노트

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HRID 2217262 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[H-].[Na+].[NH2:8][C:9]1[N:10]=[C:11]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:12]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[CH:21]=2)=[N:13][C:14]=1Br.CCOC(C)=O>CN1C(=O)CCC1.O>[NH2:8][C:9]1[N:10]=[C:11]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:12]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[CH:21]=2)=[N:13][C:14]=1[N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1

참가 물질

7

반응물 4

HCID 1048PyrazoleHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 11429076HCID 11429076, 화합물

생성물 1

HCID 69104038HCID 69104038, 화합물수율 62.1%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
100 °C

실험 절차

To a solution of pyrazole (106 mg) in NMP (1.0 ml), was added 60% NaH (52 mg) under ice-bath cooling. After 5 minutes stirring, 5-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (100 mg) was added to the mixture. And then the mixture was heated at 100° C. with stirring for 2 hours. After cooling, EtOAc and water were poured into the mixture, and the organic layer was separated, washed with water and brine, and dried over MgSO4. The solvent was removed under reduced pressure, and the residue was recrystallized from MeOH and dried in vacuo to give 5-[5-amino-3-phenyl-6-(1H-pyrazol-1-yl)-2-pyrazinyl]-1-isopropyl-2(1H)-pyridone (60 mg).

후처리

  1. temperaturecooling
  2. stirringwith stirring for 2 hours
  3. temperatureAfter cooling
  4. customthe organic layer was separated
  5. washwashed with water and brine
  6. dry with materialdried over MgSO4
  7. customThe solvent was removed under reduced pressure
  8. customthe residue was recrystallized from MeOH
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-02a904348a3a4c00b08734c7a9e620a1
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407961B2

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