Isovaleryl chloride → N-(6-{4-methyl-3-[(3-methylbutanoyl)amino]phenoxy}[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

HRID 1874465

反応式

HRID 1874465 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[CH3:24])[O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:10]([N:12]=[C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])[N:14]=2)[CH:11]=1.[CH3:25][CH:26]([CH3:31])[CH2:27][C:28](Cl)=[O:29]>CN(C)C(=O)C.C(=O)([O-])O.[Na+]>[CH3:24][C:23]1[CH:22]=[CH:21][C:4]([O:5][C:6]2[CH:7]=[CH:8][C:9]3[N:10]([N:12]=[C:13]([NH:15][C:16]([CH:18]4[CH2:20][CH2:19]4)=[O:17])[N:14]=3)[CH:11]=2)=[CH:3][C:2]=1[NH:1][C:28](=[O:29])[CH2:27][CH:26]([CH3:31])[CH3:25]

参加物

5

反応物 2

HCID 66054Isovaleryl chlorideHCID 57749401N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

生成物 1

HCID 57749129N-(6-{4-methyl-3-[(3-methylbutanoyl)amino]phenoxy}[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide収率 75.5%

試薬・触媒・溶媒 2

HCID 31374Dimethylacetamide溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (185 mg, 0.572 mmol) in N,N-dimethylacetamide (5 mL) was added 3-methylbutanoyl chloride (71.0 μL, 0.579 mmol), and the mixture was stirred at room temperature for 12 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound (176 mg, 72%) as a white solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltrated
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-7e1ba332dfdd4dfd9201220e5c6f2fed
出典データセット
uspto-grants-2012_11
特許番号
US08304557B2

関連ノート

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