Trifluoroacetic acid → N-[6-(3-amino-6-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

HRID 1874431

反応式

HRID 1874431 の反応式
[CH:1]1([C:4]([NH:6][C:7]2[N:31]=[C:10]3[CH:11]=[CH:12][C:13]([O:15][C:16]4[CH:17]=[C:18]([NH:23]C(=O)OC(C)(C)C)[CH:19]=[CH:20][C:21]=4[CH3:22])=[CH:14][N:9]3[N:8]=2)=[O:5])[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>>[NH2:23][C:18]1[CH:19]=[CH:20][C:21]([CH3:22])=[C:16]([CH:17]=1)[O:15][C:13]1[CH:12]=[CH:11][C:10]2[N:9]([N:8]=[C:7]([NH:6][C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:5])[N:31]=2)[CH:14]=1

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 57749284Tert-butyl [3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-4-methylphenyl]carbamate

生成物 1

HCID 57749340N-[6-(3-amino-6-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide収率 91%

反応条件

温度
0 °C

実験手順

A mixture of tert-butyl [3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-4-methylphenyl]carbamate (1.50 g, 3.54 mmol) and trifluoroacetic acid (5 mL) was stirred at 0° C. for 30 min. The solvent was evaporated under reduced pressure, and the residue was dissolved in water, neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was collected by filtration and washed with ethyl acetate-hexane to give the title compound (1.04 g, 91%) as a white solid.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltrated
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. filtrationthe residue was collected by filtration
  9. washwashed with ethyl acetate-hexane

出典と根拠

ORDレコード
ord-49c190ef76cf4217944ec2bfa2ebc491
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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