Water → 4-(4-bromo-1H-pyrazol-1-yl)-1-methylpiperidine

HRID 2266707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2266707
[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=1.[CH3:13]CN(CC)CC.CI.O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH:7]2[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]2)[CH:6]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodide2×HCID 8471TriethylamineHCID 521916214-(4-Bromo-1H-pyrazol-1-yl)piperidine

Produkt 1

HCID 595994184-(4-bromo-1H-pyrazol-1-yl)-1-methylpiperidineAusbeute 63,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a solution of 4-(4-bromo-pyrazol-1-yl)-piperidine (375 mg, 1.63 mmol) in DMF (3.26 mL) was added NEt3 (230 μL, 1.63 mmol) and stirred for 5 minutes. Methyliodide (MeI) (1.63 mL, 1M MeI in DMF, freshly made) was added and the reaction was stirred overnight at room temperature. Water was added and the solution was extracted with EtOAc (4×10 mL). The organic solution was washed with brine, dried with Na2SO4, concentrated, and dried in vacuo to afford 4-(4-bromo-pyrazol-1-yl)-1-methyl-piperidine (251 mg, 63% yield).

Aufarbeitung

  1. additionwas added
  2. stirringthe reaction was stirred overnight at room temperature
  3. extractionthe solution was extracted with EtOAc (4×10 mL)
  4. washThe organic solution was washed with brine
  5. dry with materialdried with Na2SO4
  6. concentrationconcentrated
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1657618393d64a0ea91cf3d572debea0
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858643B2

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