Ethanol → HCID 69431397, compound

A mixture of 3,5-dibromo-1-ethyl-4-nitro-1H-pyrazole (28.4 g; 95 mmol), EtOH (470 ml) and ethylamine (45.0 g, 700 mmol) was refluxed for 3 hours. The reaction medium was concentrated to the maximum under reduced pressure (rotary evaporator, water bath at 40° C.). The brown oil obtained was suspended in DCM (250 ml) and water (250 ml). The aqueous phase was washed with DCM (50 ml). The combined aqueous phases were extracted with DCM (50 ml) and the combined organic phases were then dried over NaSO4. After evaporating off the solvent, a solid was obtained (24.6 g), which was purified by chromatography on silica gel (eluent: EtOAc/hexane) to give (5-bromo-2-ethyl-4-nitro-2H-pyrazol-3-yl)ethylamine (11.4 g, 45%) in the form of a yellow solid.

1. temperaturewas refluxed for 3 hours
2. concentrationThe reaction medium was concentrated to the maximum under reduced pressure (rotary evaporator, water bath at 40° C.)
3. customThe brown oil obtained
4. washThe aqueous phase was washed with DCM (50 ml)
5. extractionThe combined aqueous phases were extracted with DCM (50 ml)
6. dry with materialthe combined organic phases were then dried over NaSO4
7. customAfter evaporating off the solvent
8. customa solid was obtained (24.6 g), which
9. customwas purified by chromatography on silica gel (eluent: EtOAc/hexane)

ORD record

ord-a6829d6e1e964ea7a5ca91335e5abc9c

Source dataset

uspto-grants-2007_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07300469B2