Water → 1-ethyl-N-isopropyl-1H-pyrazol-5-amine

1-Ethyl-1H-pyrazol-5-amine (0.7 g, 6.3 mmol) was dissolved in THF (5 ml). Sodium hydride (0.5 g, 60% dispersion in mineral oil, 12.6 mmol) was added and the mixture stirred for 10 m. 2-iodopropane (0.82 g, 8.2 mmol) was added and the mixture stirred for 16 h. Water (50 ml) and ethyl acetate (100 ml) were added. The phases were separated and the aqueous phase was extracted with ethyl acetate (2×75 ml). The combined organic phases were washed with a saturated aqueous sodium chloride solution (30 ml) and then dried over sodium sulfate. After evaporation, the residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes) to give 0.49 g (50%) of 1-ethyl-N-isopropyl-1H-pyrazol-5-amine as a yellowish oil. MS (ESI) m/z 154 [M+H]+.

1. stirringthe mixture stirred for 16 h
2. customThe phases were separated
3. extractionthe aqueous phase was extracted with ethyl acetate (2×75 ml)
4. washThe combined organic phases were washed with a saturated aqueous sodium chloride solution (30 ml)
5. dry with materialdried over sodium sulfate
6. customAfter evaporation
7. customthe residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes)

ORD record

ord-d11fb91ea50c446bbada05843108ff4f

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09248199B2