methyl 4-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoate → (4-(5-Amino-3-tert-butyl-1H-pyrazol-1-yl)phenyl)methanol

HRID 657845노트

반응식

HRID 657845 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[C:20]([NH2:21])=[CH:19][C:18]([C:22]([CH3:25])([CH3:24])[CH3:23])=[N:17]2)=[CH:12][CH:11]=1>O1CCCC1>[NH2:21][C:20]1[N:16]([C:13]2[CH:14]=[CH:15][C:10]([CH2:9][OH:8])=[CH:11][CH:12]=2)[N:17]=[C:18]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH:19]=1

참가 물질

4

반응물 2

HCID 2973426methyl 4-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 58532567(4-(5-Amino-3-tert-butyl-1H-pyrazol-1-yl)phenyl)methanol수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Lithium aluminium hydride (1M in tetrahydrofuran, 1.83 mL, 1.83 mmol) was added to an ice-cold solution of 4-[5-amino-3-(1,1-dimethylethyl)-1H-pyrazol-yl]-benzoic acid methyl ester [(0.25 g, 0.92 mmol), WO2004060306, p134] in tetrahydrofuran (5 mL), and the mixture was stirred at 0° C. for 1 hour. The reaction was then quenched with water (0.35 mL) and 1M sodium hydroxide solution (0.35 mL) followed by further water (1 mL). The mixture was then extracted with diethyl ether, (10 mL) and the organic solution was dried over sodium sulfate and concentrated in vacuo to afford the title compound as red oil in 98% yield, 220.1 mg.

후처리

  1. customThe reaction was then quenched with water (0.35 mL) and 1M sodium hydroxide solution (0.35 mL)
  2. extractionThe mixture was then extracted with diethyl ether, (10 mL)
  3. dry with materialthe organic solution was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e6bfe3a2600b4ebe91c4826e37b1ed93
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076356B2

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