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Aluminium lithium hydride → 2-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropan-1-ol

HRID 599320
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HRID 599320 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([CH3:20])([CH3:19])[C:14](OCC)=[O:15])[CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([CH3:20])([CH3:19])[CH2:14][OH:15])[CH:3]=1
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참가 물질

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반응물 2

HCID 21226445Aluminium lithium hydrideHCID 67062996ethyl 2-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropanoate

생성물 1

HCID 670631642-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropan-1-ol수율 105%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirring solution of ethyl 2-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropanoate (DP-2440, 0.240 g, 0.86 mmol) in dry THF (8.0 mL) at RT was added LiAlH4 (1.0 M in THF, 2.6 mL, 2.6 mmol) and the resulting mixture was stirred at RT for 1 h. The reaction was carefully quenched by the addition of H2O (0.10 mL), 3M NaOH (0.10 mL) and H2O (0.20 mL), and the mixture was stirred at RT overnight. The suspension was filtered through Celite and rinsed with EtOAc (20 mL). The filtrate was dried (MgSO4) and concentrated to afford 2-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropan-1-ol (0.208, 105% yield) as a yellow oil. MS (ESI) m/z: 232.2 (M+H+).

후처리

  1. customThe reaction was carefully quenched by the addition of H2O (0.10 mL), 3M NaOH (0.10 mL) and H2O (0.20 mL)
  2. stirringthe mixture was stirred at RT overnight
  3. filtrationThe suspension was filtered through Celite
  4. washrinsed with EtOAc (20 mL)
  5. dry with materialThe filtrate was dried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6c3703bfc48f4f3b8ac53e609f7579b1
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897762B2

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