Reaktion #307666

ord-0795e3ea283f4c93b15e1240568b2a55

Reaktionsgleichung

O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=Cc1cn[nH]c1
1H-pyrazole-4-carboxaldehyde
ClCCl
DCM
BrC1CC1
cyclopropylbromide
O=Cc1cnn(C2CC2)c1
1-Cyclopropyl-1H-pyrazole-4-carbaldehyde

Reaktionsbedingungen

Temperatur
130°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturCool to ambient temperature
  2. 2
    ExtraktionSeparate layers and extract water layer 3 times with DCM
  3. 3
    WaschenWash
  4. 4
    Trocknendry (magnesium sulfate)
  5. 5
    Filtrationfilter
  6. 6
    Einengenconcentrated
  7. 7
    Sonstigeto give the free base of the title
  8. 8
    Sonstigepreparation

Vorschrift

Dissolve 1H-pyrazole-4-carboxaldehyde in N,N-dimethylformamide (1.9 mL). Add potassium carbonate (0.539 g, 3.90 mmol) and cyclopropylbromide (0.346 g, 2.86 mmol). Heat in a pressure tube to 130° C. for 18 hr. Cool to ambient temperature and add DCM and water. Separate layers and extract water layer 3 times with DCM. Wash combined DCM layers with brine, dry (magnesium sulfate), filter, and concentrated to give the free base of the title preparation. GC-MS: m/z=136 [M+].

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08202873B2uspto-grants-2012_06