ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

1,5-Diazabicyclo(5,4,0)undec-5-ene → tert.butyl 2-acetylthiomethyl-hexahydro-3-oxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate

HRID 1154052
ノート
印刷プレビュー

反応式

HRID 1154052 の反応式
N12CCCCC1C=NCCC2.Br[CH2:13][CH:14]1[CH2:29][N:17]2[CH2:18][CH2:19][CH2:20][CH:21]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[N:16]2[C:15]1=[O:30].[C:31]([O-:34])(=[S:33])[CH3:32].[K+].C(O)(=S)C>O1CCOCC1.CC(C)=O.ClCCl>[C:31]([S:33][CH2:13][CH:14]1[CH2:29][N:17]2[CH2:18][CH2:19][CH2:20][CH:21]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[N:16]2[C:15]1=[O:30])(=[O:34])[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 20435995HCID 20435995、化合物HCID 23670855Potassium ethanethioateHCID 178418634HCID 178418634、化合物

生成物 1

HCID 20435955tert.butyl 2-acetylthiomethyl-hexahydro-3-oxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate収率 39%

試薬・触媒・溶媒 3

HCID 180
Acetone
溶媒
HCID 6344Dichloromethane溶媒
HCID 312751,4-Dioxane溶媒2 回

実験手順

2.3 ml of 1,5-diazabicyclo[5.4.0]undec-5-ene in 10 ml of dioxan were added at 5° C. to a solution of 4.4 g of tert.butyl 2-bromomethyl-hexahydro-3-oxo-1H-pyrazolo[1,2-a]-pyridazine-5-carboxylate (diastereomer B) in 25 ml of dioxan. The mixture was left to stand at room temperature for 2 hours and then filtered. The filtrate was evaporated and the residue was dissolved in ethyl acetate. The solution was filtered through 6 g of silica gel and evaporated. The residue obtained was dissolved in 10 ml of acetone. The solution was treated with 1.6 g of potassium thioacetate and subsequently with 10 ml of thioacetic acid, whereupon the mixture was stirred overnight at room temperature. The mixture was diluted with 100 ml of dichloromethane and washed with 50 ml of saturated aqueous sodium bicarbonate. The separated organic phase was dried over magnesium sulfate and evaporated to give an oil which was chromatographed over 200 g of silica gel using diethyl ether/hexane for the elution. After recrystallization from ethyl acetate/hexane, there were obtained 1.69 g of tert.butyl 2-acetylthiomethyl-hexahydro-3-oxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate (diastereomer A) and 0.9 g of the corresponding diastereomer B.

後処理

  1. waitThe mixture was left
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. filtrationThe solution was filtered through 6 g of silica gel
  6. customevaporated
  7. customThe residue obtained
  8. washwashed with 50 ml of saturated aqueous sodium bicarbonate
  9. dry with materialThe separated organic phase was dried over magnesium sulfate
  10. customevaporated
  11. customto give an oil which
  12. customwas chromatographed over 200 g of silica gel
  13. washfor the elution
  14. customAfter recrystallization from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-ec6ef9589b6445d9bef7d62ff38bdbb8
出典データセット
uspto-grants-1984_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04487929

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート