Reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:18][C:19]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:20]=1[CH2:21][NH2:22]>CC#N>[Cl:18][C:19]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:20]=1[CH2:21][NH:22][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a mixture of 2,6-dichloro-3-nitropyridine (1.0 g, 5.18 mmol) and potassium carbonate (848 mg, 6.14 mmol) in 15 mL MeCN was added 2,6-dichlorobenzylamine (0.63 mL, 5.18 mmol) at 0° C. The reaction mixture was stirred for one hour at 0° C. and then for 10 hours at room temperature. The organic solvent was evaporated and the residue was purified by silica gel chromatography (EtOAc:Hex=1:10) giving 16 [511 mg].
Workup
- waitfor 10 hours at room temperature
- customThe organic solvent was evaporated
- customthe residue was purified by silica gel chromatography (EtOAc:Hex=1:10)
Sources & evidence
- ORD record
- ord-b299745f821a4990843ff64349482d6f
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07989459B2
Linked notes
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