Hydrazine hydrate (1:1) → 1-(6-Hydrazinopyrimidin-4-yl)azetidin-3-ol
Reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[N:10]=[CH:9][N:8]=[C:7]([N:11]2[CH2:14][CH:13]([OH:15])[CH2:12]2)[CH:6]=1>C(O)C>[NH:2]([C:5]1[N:10]=[CH:9][N:8]=[C:7]([N:11]2[CH2:14][CH:13]([OH:15])[CH2:12]2)[CH:6]=1)[NH2:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
At RT, 27.2 ml (27.9 g, 279.1 mmol) of hydrazine hydrate are added dropwise with stirring to a solution of 10.4 g (55.8 mmol) of 1-(6-chloropyrimidin-4-yl)azetidin-3-ol in 100 ml of ethanol. The reaction solution is stirred at 80° C. for 16 h. For work-up, the mixture is concentrated under reduced pressure, and the precipitate is filtered off and washed twice with in each case 10 ml of ethanol. Yield: 2.0 g (19% of theory)
Workup
- concentrationFor work-up, the mixture is concentrated under reduced pressure
- filtrationthe precipitate is filtered off
- washwashed twice with in each case 10 ml of ethanol
Sources & evidence
- ORD record
- ord-a2161f18bb2a4a9aa86109a1c60ba24b
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08580778B2
Reaction notes
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