Nitrogen → 1-(5-Fluoro-hexyl)-1H-pyrazol-4-ylamine

Temperatur

75 °C

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 1-(5-fluoro-hexyl)-4-nitro-1H-pyrazole (135 mg, 0.63 mmol), iron powder (106 mg, 1.88 mmol) and NH4Cl (169 mg, 3.13 mmol) in a mixture of EtOH (4.0 mL) and water (2.0 mL) was stirred at 75° C. for 40 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (10 mL) was added followed by 1M NaOH (10 mL). The aq. layer was extracted with CH2Cl2 (2×10 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a red solid. LC-MS-conditions 02: tR=0.60 min.

1. filtrationThe reaction mixture was filtered while hot and
2. concentrationconcentrated under reduced pressure
3. additionCH2Cl2 (10 mL) was added
4. extractionThe aq. layer was extracted with CH2Cl2 (2×10 mL)
5. dry with materialextracts were dried over MgSO4
6. filtrationfiltered
7. customthe solvents were removed under reduced pressure

ORD-Eintrag

ord-257bea236fba40f886f8a1a8befffe4e

Quelldatensatz

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08288419B2