N-bromobutanimide → 3-Bromo-5-chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine

HRID 1878528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1878528
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[CH:15][CH:16]=[C:4]2[N:3]=1.[Br:17]N1C(=O)CCC1=O>C(Cl)Cl.C(=O)(O)[O-].[Na+]>[Br:17][C:16]1[CH:15]=[N:14][N:5]2[C:6]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)=[CH:7][C:2]([Cl:1])=[N:3][C:4]=12

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 585310715-Chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 585310033-Bromo-5-chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidineAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

There was dissolved, in methylene chloride (2 mL), 5-chloro-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine (100 mg, 0.419 mM), then N-bromo-succinimide (78.8 mg, 0.443 mM) was added to the solution and the mixture was stirred at room temperature for one hour. This reaction liquid was diluted with a saturated aqueous sodium bicarbonate solution and then extracted with ethyl acetate. The extracts thus obtained were combined, dried over anhydrous sodium sulfate and the solvent was then distilled off. The resulting residue was purified by the silica gel column chromatography (methylene chloride) to thus give the title compound (80.7 mg, yield: 61%).

Aufarbeitung

  1. customThis reaction liquid
  2. extractionextracted with ethyl acetate
  3. customThe extracts thus obtained
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was then distilled off
  6. customThe resulting residue was purified by the silica gel column chromatography (methylene chloride)

Quellen und Nachweise

ORD-Eintrag
ord-2068f934617a4756a3adfe7cbbc13970
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314098B2

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