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Piperazine → HCID 178450871, 화합물

HRID 1463228
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HRID 1463228 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 178450870HCID 178450870, 화합물

생성물 1

HCID 178450871HCID 178450871, 화합물수율 77%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-c48339593c8d4211938b4992c055f936
출처 데이터셋
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05300498

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