2-Aminopyridine → 3-Nitro-N-(pyridin-2-yl)pyridin-2-amine
Reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH2:17]>CN(C=O)C>[N+:8]([C:7]1[C:2]([NH:17][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]=2)=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Chloro-3-nitropyridine (3.42 g, 21.60 mmol) and pyridine-2-ylamine (6.09 g, 0.65 mol) in DMF (20 mL) were stirred together at 80° C. for 18 h. The reaction mixture was concentrated in vacuo and the residue purified by chromatography (SiO2 0-5% methanol in DCM) to give the title compound as an orange solid (1.68 g, 36%). LCMS (method H): Rt 1.45 min, [M+H]+ 217.
Workup
- concentrationThe reaction mixture was concentrated in vacuo
- customthe residue purified by chromatography (SiO2 0-5% methanol in DCM)
Sources & evidence
- ORD record
- ord-96978c8807214d0c95c6f519ffc94a46
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08653089B2
Reaction notes
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