Cyclopropanecarbonyl chloride → N-(6-hydroxy[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

HRID 2095792

反応式

HRID 2095792 の反応式
Br.[NH2:2][C:3]1[N:12]=[C:6]2[CH:7]=[CH:8][C:9]([OH:11])=[CH:10][N:5]2[N:4]=1.[CH:13]1([C:16](Cl)=[O:17])[CH2:15][CH2:14]1>CN(C)C(=O)C.O>[OH:11][C:9]1[CH:8]=[CH:7][C:6]2[N:5]([N:4]=[C:3]([NH:2][C:16]([CH:13]3[CH2:15][CH2:14]3)=[O:17])[N:12]=2)[CH:10]=1

参加物

5

反応物 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 468640672-Amino-[1,2,4]triazolo[1,5-a]pyridin-6-ol hydrobromide

生成物 1

HCID 57749397N-(6-hydroxy[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide収率 172.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To a solution of 2-amino[1,2,4]triazolo[1,5-a]pyridin-6-ol hydrobromide (1.50 g, 4.22 mmol) in N,N-dimethylacetamide (5 mL) was added cyclopropanecarbonyl chloride (1.15 mL, 12.7 mmol) with stirring under ice-cooling, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. 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 (1.59 g, 89%) as a white solid.

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 2 hr
  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. filtrationfiltered
  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-4c58286230504e27b34ed0e9143de793
出典データセット
uspto-grants-2013_05
特許番号
US08445509B2

関連ノート

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