Potassium Carbonate → 5-bromo-N-hydroxynicotinamidine
Reaction equation
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1.Cl.[NH2:11][OH:12].C([O-])([O-])=O.[K+].[K+]>C(O)C>[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[N:11][OH:12])[NH2:9])[CH:5]=[N:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A mixture of 3-bromo-5-cyanopyridine (1.0 eq), hydroxylamine hydrochloride (1.5 eq.), K2CO3 (2.1 eq) in ethanol (0.1 M) was stirred at 80° C. for 3 days. The mixture was concentrated, diluted with EtOAc and aqueous NaHCO3. The title compound was isolated by filtration as beige solid.
Workup
- concentrationThe mixture was concentrated
- additiondiluted with EtOAc and aqueous NaHCO3
Sources & evidence
- ORD record
- ord-cca6fc708da04e2b98c662d6b99c1044
- Source dataset
- uspto-grants-2009_01
- Patent number
- US07482456B2
Reaction notes
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