Hydrazine hydrate (1:1) → HCID 178483369, compound
Reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][C:5](=O)[CH2:6][C:7]#[N:8].O.[NH2:12][NH2:13]>C(O)C>[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([NH2:8])[NH:13][N:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
To a solution of 5-(dimethylamino)-3-oxopentanenitrile (4.9 g) in ethanol (20 mL) at ambient temperature was added hydrazine monohydrate (1.72 mL, 35.5 mmol) and the reaction mixture was heated to 70° C. for 2 hours. The reaction mixture was then filtered and the filtrate was concentrated under reduced pressure to give 3.81 g of 3-(2-(dimethylamino)ethyl)-1H-pyrazol-5-amine (65% over 2 steps) which was carried on without further purification. 1H-NMR (400 MHz, DMSO-d6): δ 12.60 (bs, 1H), 6.52 (bs, 2H), 6.1 (s, 1H), 2.69 (m, 2H), 2.65 (m, 2H), 2.27 (s, 6H).
Workup
- filtrationThe reaction mixture was then filtered
- concentrationthe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-3d9d5f571bdd4cd4bd32f445cfa5db6a
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088767B2
Reaction notes
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