Sodium Chloride → HCID 86593418、化合物

HRID 1247846ノート

反応式

HRID 1247846 の反応式
S(O)(O)(=O)=O.[F:6][CH2:7][CH2:8][N:9]1[C:13]([NH2:14])=[C:12]([NH2:15])[CH:11]=[N:10]1.O=C1CCC(=O)N1[O:23][C:24](=O)[CH2:25][CH2:26][NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31].C(=O)([O-])O.[Na+].[Cl-].[Na+]>O1CCCC1>[NH2:14][C:13]1[N:9]([CH2:8][CH2:7][F:6])[N:10]=[CH:11][C:12]=1[NH:15][C:24](=[O:23])[CH2:25][CH2:26][NH:27][C:28](=[O:34])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33]

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 516892Sodium BicarbonateHCID 10684599Boc-Beta-Ala-OSuHCID 69462687HCID 69462687、化合物

生成物 1

HCID 86593418HCID 86593418、化合物収率 58.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 1-(2-fluoroethyl)-1H-pyrazole-4,5-diamine sulfate (3 g) in tetrahydrofuran (30 ml) were added tert-butyl {3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl}carbamate (3.9 g) and N,N-diisoporpylethylamine (3.5 g) under ice-cooling. The reaction mixture was stirred at room temperature for 2 hours. An aqueous sodium hydrogen carbonate solution and sodium chloride were added, and the mixture was extracted with ethyl acetate-tetrahydrofuran (three times). The organic layer was dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate→ethyl acetate:ethanol=8:1) to give tert-butyl (3-{[5-amino-1-(2-fluoroethyl)-1H-pyrazol-4-yl]amino}-3-oxopropyl)carbamate (2.3 g).

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate-tetrahydrofuran (three times)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography on silica gel (ethyl acetate→ethyl acetate:ethanol=8:1)

出典と根拠

ORDレコード
ord-096a1cd3f0504a95be7ba41c1050b414
出典データセット
uspto-grants-2006_10
特許番号
US07129232B2

反応ノート

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