Methylhydrazine → 3-Isopropyl-1-methyl-1H-pyrazol-5-amine
Reaction equation
[CH3:1][CH:2]([CH3:9])[C:3](=C=O)[CH2:4][C:5]#[N:6].[CH3:10][NH:11][NH2:12]>>[CH3:10][N:11]1[C:5]([NH2:6])=[CH:4][C:3]([CH:2]([CH3:1])[CH3:9])=[N:12]1Participants
3
Procedure
Under nitrogen atmosphere, the compound of Example 2A (8.03 g, 72 mmol) was dissolved in alcohol (50 mL). Methylhydrazine (3.32 g, 72 mmol) was added. The resultant mixture was slowly warmed and refluxed with stirring. The reaction was kept for 3 hr. The reaction was stopped and cooled to room temperature. Alcohol was rotary-evaporated to obtain a crude product as oil. The crude product was purified with column chromatography (eluant: petroleum ether/ethyl acetate=1:1) to give 5.2 g of the title compound. MS (ESI): m/z 140 (M+H)+
Workup
- temperaturerefluxed
- customAlcohol was rotary-evaporated
- customto obtain a crude product as oil
- customThe crude product was purified with column chromatography (eluant: petroleum ether/ethyl acetate=1:1)
Sources & evidence
- ORD record
- ord-b0a427dbb42b4f299a59db135276713d
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09249172B2
Reaction notes
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