Piperidine → 5-Bromo-2-(piperidin-1-yl)pyrimidine

HRID 645785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 645785
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:9]=[N:10][C:11](Cl)=[N:12][CH:13]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1.C(OCC)(=O)C>[Br:7][C:8]1[CH:9]=[N:10][C:11]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[N:12][CH:13]=1

Komponenten

6

Edukt 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 6066655-Bromo-2-chloropyrimidine

Produkt 1

HCID 36146825-Bromo-2-(piperidin-1-yl)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Piperidine (5.1 ml, 51.6 mmol) was added to a stirred solution of 5-bromo-2-chloropyrimidine (5 g, 25.8 mmol) and triethylamine (9.0 ml, 64.5 mmol) in toluene (30 ml). After stirring at room temperature for 24 hours the reaction mixture was diluted with ethyl acetate and washed with 2N hydrochloric acid, brine and dried (magnesium sulfate). The organic layer was filtered, concentrated in vacuo and the resulting residue was purified by column chromatography eluting with ethyl acetate to afford the title compound (D32).

Aufarbeitung

  1. washwashed with 2N hydrochloric acid, brine
  2. dry with materialdried (magnesium sulfate)
  3. filtrationThe organic layer was filtered
  4. concentrationconcentrated in vacuo
  5. customthe resulting residue was purified by column chromatography
  6. washeluting with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2929ed84d2064fb4b7fa679eb0965b5b
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07704994B2

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