Trifluoroacetic acid → 5-[2-(Benzyloxy)ethoxy]pyrazin-2-amine

HRID 2192913ノート

反応式

HRID 2192913 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[N:13]=[CH:14][C:15]([NH:18]C(=O)OC(C)(C)C)=[N:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[N:13]=[CH:14][C:15]([NH2:18])=[N:16][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59570995Tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate

生成物 1

HCID 595709315-[2-(Benzyloxy)ethoxy]pyrazin-2-amine収率 61.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl {5-[2-(benzyloxy)ethoxy]pyrazin-2-yl}carbamate (614 mg) in dichloromethane (10 mL) was added trifluoroacetic acid (0.68 mL) at room temperature, followed by stirring at room temperature overnight. After concentration, saturated aqueous sodium bicarbonate was added thereto. After extraction with ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate. The crude product obtained by concentration was purified by basic silica gel column chromatography (hexane:ethyl acetate=5:1-1:1) to obtain 5-[2-(benzyloxy)ethoxy]pyrazin-2-amine (269 mg) as a pale yellow solid.

後処理

  1. concentrationAfter concentration, saturated aqueous sodium bicarbonate
  2. additionwas added
  3. extractionAfter extraction with ethyl acetate
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. customThe crude product obtained by concentration
  6. customwas purified by basic silica gel column chromatography (hexane:ethyl acetate=5:1-1:1)

出典と根拠

ORDレコード
ord-36031c5d59554fac93876b37a39d7f57
出典データセット
uspto-grants-2012_12
特許番号
US08329707B2

反応ノート

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