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 657845ノート

反応式

HRID 657845 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e6bfe3a2600b4ebe91c4826e37b1ed93
出典データセット
uspto-grants-2011_12
特許番号
US08076356B2

反応ノート

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