Water → HCID 178459396、化合物

HRID 1412353ノート

反応式

HRID 1412353 の反応式
[NH:1]1[CH:5]=[N:4][C:3]([NH2:6])=[N:2]1.O=[C:8]1[CH2:11][CH:10]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])[CH2:9]1.C([BH3-])#N.[Na+].O>C(O)(=O)C>[N:1]1[N:2]=[C:3]([NH:6][CH:8]2[CH2:11][CH:10]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])[CH2:9]2)[NH:4][CH:5]=1

参加物

6

反応物 4

HCID 962WaterHCID 5003444Sodium cyanoborohydrideHCID 67008885Propyl 3-oxocyclobutanecarboxylateHCID 178418311HCID 178418311、化合物

生成物 1

HCID 178459396HCID 178459396、化合物収率 49.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution (100 mL) of 1H-1,2,4-triazol-3-amine (6.7 g) and propyl 3-oxocyclobutanecarboxylate (14 g) in acetic acid was added sodium cyanoborohydride (14 g), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (8.8 g, 49%).

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. additionThe obtained residue was poured into saturated aqueous sodium hydrogen carbonate
  3. extractionthe mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1)
  4. extractionThe obtained extract
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-462b32c8fca54af99a5007301f0289e8
出典データセット
uspto-grants-2014_12
特許番号
US08921379B2

反応ノート

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