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Piperazine → HCID 178450871、化合物

HRID 1463228
ノート
印刷プレビュー

反応式

HRID 1463228 の反応式
F[C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:5]2=[CH:4][CH:3]=1.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>C1(C)C=CC=CC=1>[N:18]1([C:2]2[N:7]=[C:6]3[NH:8][N:9]=[C:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:5]3=[CH:4][CH:3]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4837PiperazineHCID 178450870HCID 178450870、化合物

生成物 1

HCID 178450871HCID 178450871、化合物収率 77%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

t-Butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (3.00 g, 0.0126 mole) was dissolved in 100 mL of toluene containing 10.85 g of piperazine (0.126 mole) and refluxed overnight. The resultant precipitate was filtered off and distributed between an aqueous NaHCO3 solution and EtOAc and then the organic phase was dried and concentrated to give a product which was recrystallized from CH3CN to give 1.57 g, mp 190°-191° C. The toluene filtrate was washed with NaHCO3 solution and then concentrated and purified by flash chromatography (EtOAc:MeOH:Et3N/16:2:2) to give an additional 1.38 g of product (total yield 77%).

後処理

  1. temperaturerefluxed overnight
  2. filtrationThe resultant precipitate was filtered off
  3. customthe organic phase was dried
  4. concentrationconcentrated
  5. customto give a product which
  6. customwas recrystallized from CH3CN
  7. customto give 1.57 g, mp 190°-191° C
  8. washThe toluene filtrate was washed with NaHCO3 solution
  9. concentrationconcentrated
  10. custompurified by flash chromatography (EtOAc:MeOH:Et3N/16:2:2)

出典と根拠

ORDレコード
ord-c48339593c8d4211938b4992c055f936
出典データセット
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05300498

反応ノート

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