Potassium Carbonate → phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamate

HRID 871617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 871617
[C:1]([N:5]1[CH:9]=[C:8]([NH2:10])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:11]1([O:17][C:18](Cl)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[C:1]([N:5]1[CH:9]=[C:8]([NH:10][C:18](=[O:19])[O:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 134698171-(tert-butyl)-1H-pyrazol-4-amine

Produkt 1

HCID 66876267phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamateAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution containing 1-tert-butyl-1H-pyrazol-4-amine (0.995 g, 7.16 mmol) in THF (20 mL), phenylchloroformate (1.00 mL, 8.02 mmol) and K2CO3 (1.32 g, 9.52 mmol) were added at room temperature. After stirring overnight, the mixture was filtered and the solid washed with THF. The filtrate was concentrated to dryness and the residue was dissolved in DCM and the organic solution was washed with brine and dried over MgSO4 to yield phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamate as a solid (1.65 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.85 (1H, s), 7.30 (6H, m), 1.60 (9H, s).

Aufarbeitung

  1. additionwere added at room temperature
  2. filtrationthe mixture was filtered
  3. washthe solid washed with THF
  4. concentrationThe filtrate was concentrated to dryness
  5. dissolutionthe residue was dissolved in DCM
  6. washthe organic solution was washed with brine
  7. dry with materialdried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-02f7ef9c060a46bd8f5b4fd3c4c8dfb7
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969587B2

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